diff --git a/apps/remix/app/components/dialogs/template-bulk-send-dialog.tsx b/apps/remix/app/components/dialogs/template-bulk-send-dialog.tsx
index d210550c6..cd700ac1e 100644
--- a/apps/remix/app/components/dialogs/template-bulk-send-dialog.tsx
+++ b/apps/remix/app/components/dialogs/template-bulk-send-dialog.tsx
@@ -114,7 +114,7 @@ export const TemplateBulkSendDialog = ({
     <Dialog>
       <DialogTrigger asChild>
         {trigger ?? (
-          <Button>
+          <Button variant="outline">
             <Upload className="mr-2 h-4 w-4" />
             <Trans>Bulk Send via CSV</Trans>
           </Button>
diff --git a/apps/remix/app/components/embed/authoring/configure-fields-view.tsx b/apps/remix/app/components/embed/authoring/configure-fields-view.tsx
index 24b4801c1..68d833d38 100644
--- a/apps/remix/app/components/embed/authoring/configure-fields-view.tsx
+++ b/apps/remix/app/components/embed/authoring/configure-fields-view.tsx
@@ -16,7 +16,7 @@ import { type TFieldMetaSchema, ZFieldMetaSchema } from '@documenso/lib/types/fi
 import { base64 } from '@documenso/lib/universal/base64';
 import { nanoid } from '@documenso/lib/universal/id';
 import { ADVANCED_FIELD_TYPES_WITH_OPTIONAL_SETTING } from '@documenso/lib/utils/advanced-fields-helpers';
-import { useSignerColors } from '@documenso/ui/lib/signer-colors';
+import { useRecipientColors } from '@documenso/ui/lib/recipient-colors';
 import { cn } from '@documenso/ui/lib/utils';
 import { Button } from '@documenso/ui/primitives/button';
 import { FieldItem } from '@documenso/ui/primitives/document-flow/field-item';
@@ -162,7 +162,7 @@ export const ConfigureFieldsView = ({
   });
 
   const selectedRecipientIndex = recipients.findIndex((r) => r.id === selectedRecipient?.id);
-  const selectedSignerStyles = useSignerColors(
+  const selectedRecipientStyles = useRecipientColors(
     selectedRecipientIndex === -1 ? 0 : selectedRecipientIndex,
   );
 
@@ -505,7 +505,7 @@ export const ConfigureFieldsView = ({
               <div
                 className={cn(
                   'text-muted-foreground dark:text-muted-background pointer-events-none fixed z-50 flex cursor-pointer flex-col items-center justify-center bg-white transition duration-200 [container-type:size]',
-                  selectedSignerStyles.default.base,
+                  selectedRecipientStyles.base,
                   {
                     '-rotate-6 scale-90 opacity-50 dark:bg-black/20': !isFieldWithinBounds,
                     'dark:text-black/60': isFieldWithinBounds,
diff --git a/apps/remix/app/components/embed/embed-document-signing-page.tsx b/apps/remix/app/components/embed/embed-document-signing-page.tsx
index 31cbe3b0d..e125b2b4a 100644
--- a/apps/remix/app/components/embed/embed-document-signing-page.tsx
+++ b/apps/remix/app/components/embed/embed-document-signing-page.tsx
@@ -20,6 +20,7 @@ import { isFieldUnsignedAndRequired } from '@documenso/lib/utils/advanced-fields
 import { validateFieldsInserted } from '@documenso/lib/utils/fields';
 import type { RecipientWithFields } from '@documenso/prisma/types/recipient-with-fields';
 import { trpc } from '@documenso/trpc/react';
+import { DocumentReadOnlyFields } from '@documenso/ui/components/document/document-read-only-fields';
 import { FieldToolTip } from '@documenso/ui/components/field/field-tooltip';
 import { Button } from '@documenso/ui/primitives/button';
 import { ElementVisible } from '@documenso/ui/primitives/element-visible';
@@ -37,7 +38,6 @@ import { ZSignDocumentEmbedDataSchema } from '../../types/embed-document-sign-sc
 import { useRequiredDocumentSigningContext } from '../general/document-signing/document-signing-provider';
 import { DocumentSigningRecipientProvider } from '../general/document-signing/document-signing-recipient-provider';
 import { DocumentSigningRejectDialog } from '../general/document-signing/document-signing-reject-dialog';
-import { DocumentReadOnlyFields } from '../general/document/document-read-only-fields';
 import { EmbedClientLoading } from './embed-client-loading';
 import { EmbedDocumentCompleted } from './embed-document-completed';
 import { EmbedDocumentFields } from './embed-document-fields';
diff --git a/apps/remix/app/components/general/direct-template/direct-template-configure-form.tsx b/apps/remix/app/components/general/direct-template/direct-template-configure-form.tsx
index 27b01e963..39272b3b1 100644
--- a/apps/remix/app/components/general/direct-template/direct-template-configure-form.tsx
+++ b/apps/remix/app/components/general/direct-template/direct-template-configure-form.tsx
@@ -9,6 +9,10 @@ import { z } from 'zod';
 
 import { useOptionalSession } from '@documenso/lib/client-only/providers/session';
 import type { TTemplate } from '@documenso/lib/types/template';
+import {
+  DocumentReadOnlyFields,
+  mapFieldsWithRecipients,
+} from '@documenso/ui/components/document/document-read-only-fields';
 import {
   DocumentFlowFormContainerActions,
   DocumentFlowFormContainerContent,
@@ -16,7 +20,6 @@ import {
   DocumentFlowFormContainerHeader,
   DocumentFlowFormContainerStep,
 } from '@documenso/ui/primitives/document-flow/document-flow-root';
-import { ShowFieldItem } from '@documenso/ui/primitives/document-flow/show-field-item';
 import type { DocumentFlowStep } from '@documenso/ui/primitives/document-flow/types';
 import {
   Form,
@@ -97,14 +100,16 @@ export const DirectTemplateConfigureForm = ({
       <DocumentFlowFormContainerHeader title={flowStep.title} description={flowStep.description} />
 
       <DocumentFlowFormContainerContent>
-        {isDocumentPdfLoaded &&
-          directTemplateRecipient.fields.map((field, index) => (
-            <ShowFieldItem
-              key={index}
-              field={field}
-              recipients={recipientsWithBlankDirectRecipientEmail}
-            />
-          ))}
+        {isDocumentPdfLoaded && (
+          <DocumentReadOnlyFields
+            fields={mapFieldsWithRecipients(
+              directTemplateRecipient.fields,
+              recipientsWithBlankDirectRecipientEmail,
+            )}
+            recipientIds={recipients.map((recipient) => recipient.id)}
+            showRecipientColors={true}
+          />
+        )}
 
         <Form {...form}>
           <fieldset
diff --git a/apps/remix/app/components/general/document-signing/document-signing-checkbox-field.tsx b/apps/remix/app/components/general/document-signing/document-signing-checkbox-field.tsx
index dcd8edc1c..fa2be505d 100644
--- a/apps/remix/app/components/general/document-signing/document-signing-checkbox-field.tsx
+++ b/apps/remix/app/components/general/document-signing/document-signing-checkbox-field.tsx
@@ -97,6 +97,12 @@ export const DocumentSigningCheckboxField = ({
 
   const onSign = async (authOptions?: TRecipientActionAuth) => {
     try {
+      // Do nothing, this should only happen when the user clicks the field, but
+      // misses the checkbox which triggers this callback.
+      if (checkedValues.length === 0) {
+        return;
+      }
+
       if (!isLengthConditionMet) {
         return;
       }
@@ -270,21 +276,26 @@ export const DocumentSigningCheckboxField = ({
               {validationSign?.label} {checkboxValidationLength}
             </FieldToolTip>
           )}
-          <div className="z-50 flex flex-col gap-y-2">
+          <div className="z-50 my-0.5 flex flex-col gap-y-1">
             {values?.map((item: { id: number; value: string; checked: boolean }, index: number) => {
               const itemValue = item.value || `empty-value-${item.id}`;
 
               return (
-                <div key={index} className="flex items-center gap-x-1.5">
+                <div key={index} className="flex items-center">
                   <Checkbox
-                    className="h-4 w-4"
-                    id={`checkbox-${index}`}
+                    className="h-3 w-3"
+                    id={`checkbox-${field.id}-${item.id}`}
                     checked={checkedValues.includes(itemValue)}
                     onCheckedChange={() => handleCheckboxChange(item.value, item.id)}
                   />
-                  <Label htmlFor={`checkbox-${index}`}>
-                    {item.value.includes('empty-value-') ? '' : item.value}
-                  </Label>
+                  {!item.value.includes('empty-value-') && item.value && (
+                    <Label
+                      htmlFor={`checkbox-${field.id}-${item.id}`}
+                      className="text-foreground ml-1.5 text-xs font-normal"
+                    >
+                      {item.value}
+                    </Label>
+                  )}
                 </div>
               );
             })}
@@ -293,22 +304,27 @@ export const DocumentSigningCheckboxField = ({
       )}
 
       {field.inserted && (
-        <div className="flex flex-col gap-y-1">
+        <div className="my-0.5 flex flex-col gap-y-1">
           {values?.map((item: { id: number; value: string; checked: boolean }, index: number) => {
             const itemValue = item.value || `empty-value-${item.id}`;
 
             return (
-              <div key={index} className="flex items-center gap-x-1.5">
+              <div key={index} className="flex items-center">
                 <Checkbox
                   className="h-3 w-3"
-                  id={`checkbox-${index}`}
+                  id={`checkbox-${field.id}-${item.id}`}
                   checked={parsedCheckedValues.includes(itemValue)}
                   disabled={isLoading}
                   onCheckedChange={() => void handleCheckboxOptionClick(item)}
                 />
-                <Label htmlFor={`checkbox-${index}`} className="text-xs">
-                  {item.value.includes('empty-value-') ? '' : item.value}
-                </Label>
+                {!item.value.includes('empty-value-') && item.value && (
+                  <Label
+                    htmlFor={`checkbox-${field.id}-${item.id}`}
+                    className="text-foreground ml-1.5 text-xs font-normal"
+                  >
+                    {item.value}
+                  </Label>
+                )}
               </div>
             );
           })}
diff --git a/apps/remix/app/components/general/document-signing/document-signing-complete-dialog.tsx b/apps/remix/app/components/general/document-signing/document-signing-complete-dialog.tsx
index 6dd9ba3e6..a14f9719c 100644
--- a/apps/remix/app/components/general/document-signing/document-signing-complete-dialog.tsx
+++ b/apps/remix/app/components/general/document-signing/document-signing-complete-dialog.tsx
@@ -281,7 +281,7 @@ export const DocumentSigningCompleteDialog = ({
                 <div className="flex w-full flex-1 flex-nowrap gap-4">
                   <Button
                     type="button"
-                    className="dark:bg-muted dark:hover:bg-muted/80 flex-1 bg-black/5 hover:bg-black/10"
+                    className="flex-1"
                     variant="secondary"
                     onClick={() => setShowDialog(false)}
                     disabled={form.formState.isSubmitting}
diff --git a/apps/remix/app/components/general/document-signing/document-signing-date-field.tsx b/apps/remix/app/components/general/document-signing/document-signing-date-field.tsx
index 09a816b5b..2f507e637 100644
--- a/apps/remix/app/components/general/document-signing/document-signing-date-field.tsx
+++ b/apps/remix/app/components/general/document-signing/document-signing-date-field.tsx
@@ -142,7 +142,7 @@ export const DocumentSigningDateField = ({
       )}
 
       {!field.inserted && (
-        <p className="group-hover:text-primary text-muted-foreground text-[clamp(0.425rem,25cqw,0.825rem)] duration-200 group-hover:text-yellow-300">
+        <p className="group-hover:text-primary text-foreground group-hover:text-recipient-green text-[clamp(0.425rem,25cqw,0.825rem)] duration-200">
           <Trans>Date</Trans>
         </p>
       )}
@@ -151,12 +151,10 @@ export const DocumentSigningDateField = ({
         <div className="flex h-full w-full items-center">
           <p
             className={cn(
-              'text-muted-foreground dark:text-background/80 w-full text-[clamp(0.425rem,25cqw,0.825rem)] duration-200',
+              'text-foreground w-full whitespace-nowrap text-left text-[clamp(0.425rem,25cqw,0.825rem)] duration-200',
               {
-                'text-left': parsedFieldMeta?.textAlign === 'left',
-                'text-center':
-                  !parsedFieldMeta?.textAlign || parsedFieldMeta?.textAlign === 'center',
-                'text-right': parsedFieldMeta?.textAlign === 'right',
+                '!text-center': parsedFieldMeta?.textAlign === 'center',
+                '!text-right': parsedFieldMeta?.textAlign === 'right',
               },
             )}
           >
diff --git a/apps/remix/app/components/general/document-signing/document-signing-dropdown-field.tsx b/apps/remix/app/components/general/document-signing/document-signing-dropdown-field.tsx
index b2d5a4b0f..3c567c32e 100644
--- a/apps/remix/app/components/general/document-signing/document-signing-dropdown-field.tsx
+++ b/apps/remix/app/components/general/document-signing/document-signing-dropdown-field.tsx
@@ -177,15 +177,11 @@ export const DocumentSigningDropdownField = ({
         )}
 
         {!field.inserted && (
-          <p className="group-hover:text-primary text-muted-foreground flex flex-col items-center justify-center duration-200">
+          <p className="group-hover:text-primary text-foreground flex flex-col items-center justify-center duration-200">
             <Select value={localChoice} onValueChange={handleSelectItem}>
               <SelectTrigger
                 className={cn(
-                  'text-muted-foreground z-10 h-full w-full border-none ring-0 focus:ring-0',
-                  {
-                    'hover:text-red-300': parsedFieldMeta.required,
-                    'hover:text-yellow-300': !parsedFieldMeta.required,
-                  },
+                  'text-foreground z-10 h-full w-full border-none ring-0 focus:border-none focus:ring-0',
                 )}
               >
                 <SelectValue
@@ -205,7 +201,7 @@ export const DocumentSigningDropdownField = ({
         )}
 
         {field.inserted && (
-          <p className="text-muted-foreground dark:text-background/80 text-[clamp(0.425rem,25cqw,0.825rem)] duration-200">
+          <p className="text-foreground text-[clamp(0.425rem,25cqw,0.825rem)] duration-200">
             {field.customText}
           </p>
         )}
diff --git a/apps/remix/app/components/general/document-signing/document-signing-email-field.tsx b/apps/remix/app/components/general/document-signing/document-signing-email-field.tsx
index a7ebc1dbe..3cfd1b236 100644
--- a/apps/remix/app/components/general/document-signing/document-signing-email-field.tsx
+++ b/apps/remix/app/components/general/document-signing/document-signing-email-field.tsx
@@ -1,7 +1,6 @@
 import { msg } from '@lingui/core/macro';
 import { useLingui } from '@lingui/react';
 import { Trans } from '@lingui/react/macro';
-import { Loader } from 'lucide-react';
 import { useRevalidator } from 'react-router';
 
 import { DO_NOT_INVALIDATE_QUERY_ON_MUTATION } from '@documenso/lib/constants/trpc';
@@ -14,10 +13,14 @@ import type {
   TRemovedSignedFieldWithTokenMutationSchema,
   TSignFieldWithTokenMutationSchema,
 } from '@documenso/trpc/server/field-router/schema';
-import { cn } from '@documenso/ui/lib/utils';
 import { useToast } from '@documenso/ui/primitives/use-toast';
 
 import { DocumentSigningFieldContainer } from './document-signing-field-container';
+import {
+  DocumentSigningFieldsInserted,
+  DocumentSigningFieldsLoader,
+  DocumentSigningFieldsUninserted,
+} from './document-signing-fields';
 import { useRequiredDocumentSigningContext } from './document-signing-provider';
 import { useDocumentSigningRecipientContext } from './document-signing-recipient-provider';
 
@@ -120,34 +123,18 @@ export const DocumentSigningEmailField = ({
 
   return (
     <DocumentSigningFieldContainer field={field} onSign={onSign} onRemove={onRemove} type="Email">
-      {isLoading && (
-        <div className="bg-background absolute inset-0 flex items-center justify-center rounded-md">
-          <Loader className="text-primary h-5 w-5 animate-spin md:h-8 md:w-8" />
-        </div>
-      )}
+      {isLoading && <DocumentSigningFieldsLoader />}
 
       {!field.inserted && (
-        <p className="group-hover:text-primary text-muted-foreground text-[clamp(0.425rem,25cqw,0.825rem)] duration-200 group-hover:text-yellow-300">
+        <DocumentSigningFieldsUninserted>
           <Trans>Email</Trans>
-        </p>
+        </DocumentSigningFieldsUninserted>
       )}
 
       {field.inserted && (
-        <div className="flex h-full w-full items-center">
-          <p
-            className={cn(
-              'text-muted-foreground dark:text-background/80 w-full text-[clamp(0.425rem,25cqw,0.825rem)] duration-200',
-              {
-                'text-left': parsedFieldMeta?.textAlign === 'left',
-                'text-center':
-                  !parsedFieldMeta?.textAlign || parsedFieldMeta?.textAlign === 'center',
-                'text-right': parsedFieldMeta?.textAlign === 'right',
-              },
-            )}
-          >
-            {field.customText}
-          </p>
-        </div>
+        <DocumentSigningFieldsInserted textAlign={parsedFieldMeta?.textAlign}>
+          {field.customText}
+        </DocumentSigningFieldsInserted>
       )}
     </DocumentSigningFieldContainer>
   );
diff --git a/apps/remix/app/components/general/document-signing/document-signing-field-container.tsx b/apps/remix/app/components/general/document-signing/document-signing-field-container.tsx
index 14fe95c44..f0fd84c3c 100644
--- a/apps/remix/app/components/general/document-signing/document-signing-field-container.tsx
+++ b/apps/remix/app/components/general/document-signing/document-signing-field-container.tsx
@@ -2,12 +2,14 @@ import React from 'react';
 
 import { Trans } from '@lingui/react/macro';
 import { FieldType } from '@prisma/client';
+import { TooltipArrow } from '@radix-ui/react-tooltip';
 import { X } from 'lucide-react';
 
 import { type TRecipientActionAuth } from '@documenso/lib/types/document-auth';
 import { ZFieldMetaSchema } from '@documenso/lib/types/field-meta';
 import type { FieldWithSignature } from '@documenso/prisma/types/field-with-signature';
 import { FieldRootContainer } from '@documenso/ui/components/field/field';
+import { RECIPIENT_COLOR_STYLES } from '@documenso/ui/lib/recipient-colors';
 import { cn } from '@documenso/ui/lib/utils';
 import { Tooltip, TooltipContent, TooltipTrigger } from '@documenso/ui/primitives/tooltip';
 
@@ -128,57 +130,51 @@ export const DocumentSigningFieldContainer = ({
   };
 
   return (
-    <div className={cn('[container-type:size]', { group: type === 'Checkbox' })}>
-      <FieldRootContainer field={field}>
+    <div className={cn('[container-type:size]')}>
+      <FieldRootContainer color={RECIPIENT_COLOR_STYLES.green} field={field}>
         {!field.inserted && !loading && !readOnlyField && (
           <button
             type="submit"
-            className="absolute inset-0 z-10 h-full w-full rounded-md border"
+            className="absolute inset-0 z-10 h-full w-full rounded-[2px]"
             onClick={async () => handleInsertField()}
           />
         )}
 
         {readOnlyField && (
           <button className="bg-background/40 absolute inset-0 z-10 flex h-full w-full items-center justify-center rounded-md text-sm opacity-0 duration-200 group-hover:opacity-100">
-            <span className="bg-foreground/50 dark:bg-background/50 text-background dark:text-foreground rounded-xl p-2">
+            <span className="bg-foreground/50 text-background rounded-xl p-2">
               <Trans>Read only field</Trans>
             </span>
           </button>
         )}
 
-        {type === 'Date' && field.inserted && !loading && !readOnlyField && (
-          <Tooltip delayDuration={0}>
-            <TooltipTrigger asChild>
-              <button
-                className="text-destructive bg-background/40 absolute inset-0 z-10 flex h-full w-full items-center justify-center rounded-md text-sm opacity-0 duration-200 group-hover:opacity-100"
-                onClick={onRemoveSignedFieldClick}
-              >
-                <Trans>Remove</Trans>
-              </button>
-            </TooltipTrigger>
-
-            {tooltipText && <TooltipContent className="max-w-xs">{tooltipText}</TooltipContent>}
-          </Tooltip>
-        )}
-
         {type === 'Checkbox' && field.inserted && !loading && !readOnlyField && (
           <button
-            className="dark:bg-background absolute -bottom-10 flex items-center justify-evenly rounded-md border bg-gray-900 opacity-0 group-hover:opacity-100"
+            className="absolute -bottom-10 flex items-center justify-evenly rounded-md border bg-gray-900 opacity-0 group-hover:opacity-100"
             onClick={() => void onClearCheckBoxValues(type)}
           >
-            <span className="dark:text-muted-foreground/50 dark:hover:text-muted-foreground dark:hover:bg-foreground/10 rounded-md p-1 text-gray-400 transition-colors hover:bg-white/10 hover:text-gray-100">
+            <span className="rounded-md p-1 text-gray-400 transition-colors hover:bg-white/10 hover:text-gray-100">
               <X className="h-4 w-4" />
             </span>
           </button>
         )}
 
-        {type !== 'Date' && type !== 'Checkbox' && field.inserted && !loading && !readOnlyField && (
-          <button
-            className="text-destructive bg-background/50 absolute inset-0 z-10 flex h-full w-full items-center justify-center rounded-md text-sm opacity-0 duration-200 group-hover:opacity-100"
-            onClick={onRemoveSignedFieldClick}
-          >
-            <Trans>Remove</Trans>
-          </button>
+        {type !== 'Checkbox' && field.inserted && !loading && !readOnlyField && (
+          <Tooltip delayDuration={0}>
+            <TooltipTrigger asChild>
+              <button className="absolute inset-0 z-10" onClick={onRemoveSignedFieldClick}></button>
+            </TooltipTrigger>
+
+            <TooltipContent
+              className="border-0 bg-orange-300 fill-orange-300 font-bold text-orange-900"
+              sideOffset={2}
+            >
+              {tooltipText && <p>{tooltipText}</p>}
+
+              <Trans>Remove</Trans>
+              <TooltipArrow />
+            </TooltipContent>
+          </Tooltip>
         )}
 
         {(field.type === FieldType.RADIO || field.type === FieldType.CHECKBOX) &&
diff --git a/apps/remix/app/components/general/document-signing/document-signing-fields.tsx b/apps/remix/app/components/general/document-signing/document-signing-fields.tsx
new file mode 100644
index 000000000..99e1bc8e1
--- /dev/null
+++ b/apps/remix/app/components/general/document-signing/document-signing-fields.tsx
@@ -0,0 +1,51 @@
+import { Loader } from 'lucide-react';
+
+import { cn } from '@documenso/ui/lib/utils';
+
+export const DocumentSigningFieldsLoader = () => {
+  return (
+    <div className="bg-background absolute inset-0 flex items-center justify-center rounded-md">
+      <Loader className="text-primary h-5 w-5 animate-spin md:h-8 md:w-8" />
+    </div>
+  );
+};
+
+export const DocumentSigningFieldsUninserted = ({ children }: { children: React.ReactNode }) => {
+  return (
+    <p className="group-hover:text-primary text-foreground group-hover:text-recipient-green text-[clamp(0.425rem,25cqw,0.825rem)] duration-200">
+      {children}
+    </p>
+  );
+};
+
+type DocumentSigningFieldsInsertedProps = {
+  children: React.ReactNode;
+
+  /**
+   * The text alignment of the field.
+   *
+   * Defaults to left.
+   */
+  textAlign?: 'left' | 'center' | 'right';
+};
+
+export const DocumentSigningFieldsInserted = ({
+  children,
+  textAlign = 'left',
+}: DocumentSigningFieldsInsertedProps) => {
+  return (
+    <div className="flex h-full w-full items-center">
+      <p
+        className={cn(
+          'text-foreground w-full text-left text-[clamp(0.425rem,25cqw,0.825rem)] duration-200',
+          {
+            '!text-center': textAlign === 'center',
+            '!text-right': textAlign === 'right',
+          },
+        )}
+      >
+        {children}
+      </p>
+    </div>
+  );
+};
diff --git a/apps/remix/app/components/general/document-signing/document-signing-initials-field.tsx b/apps/remix/app/components/general/document-signing/document-signing-initials-field.tsx
index 532b0cc4b..a3bdc47c2 100644
--- a/apps/remix/app/components/general/document-signing/document-signing-initials-field.tsx
+++ b/apps/remix/app/components/general/document-signing/document-signing-initials-field.tsx
@@ -1,12 +1,12 @@
 import { msg } from '@lingui/core/macro';
 import { useLingui } from '@lingui/react';
 import { Trans } from '@lingui/react/macro';
-import { Loader } from 'lucide-react';
 import { useRevalidator } from 'react-router';
 
 import { DO_NOT_INVALIDATE_QUERY_ON_MUTATION } from '@documenso/lib/constants/trpc';
 import { AppError, AppErrorCode } from '@documenso/lib/errors/app-error';
 import type { TRecipientActionAuth } from '@documenso/lib/types/document-auth';
+import { ZInitialsFieldMeta } from '@documenso/lib/types/field-meta';
 import { extractInitials } from '@documenso/lib/utils/recipient-formatter';
 import type { FieldWithSignature } from '@documenso/prisma/types/field-with-signature';
 import { trpc } from '@documenso/trpc/react';
@@ -17,6 +17,11 @@ import type {
 import { useToast } from '@documenso/ui/primitives/use-toast';
 
 import { DocumentSigningFieldContainer } from './document-signing-field-container';
+import {
+  DocumentSigningFieldsInserted,
+  DocumentSigningFieldsLoader,
+  DocumentSigningFieldsUninserted,
+} from './document-signing-fields';
 import { useRequiredDocumentSigningContext } from './document-signing-provider';
 import { useDocumentSigningRecipientContext } from './document-signing-recipient-provider';
 
@@ -50,6 +55,9 @@ export const DocumentSigningInitialsField = ({
 
   const isLoading = isSignFieldWithTokenLoading || isRemoveSignedFieldWithTokenLoading;
 
+  const safeFieldMeta = ZInitialsFieldMeta.safeParse(field.fieldMeta);
+  const parsedFieldMeta = safeFieldMeta.success ? safeFieldMeta.data : null;
+
   const onSign = async (authOptions?: TRecipientActionAuth) => {
     try {
       const value = initials ?? '';
@@ -122,22 +130,18 @@ export const DocumentSigningInitialsField = ({
       onRemove={onRemove}
       type="Initials"
     >
-      {isLoading && (
-        <div className="bg-background absolute inset-0 flex items-center justify-center rounded-md">
-          <Loader className="text-primary h-5 w-5 animate-spin md:h-8 md:w-8" />
-        </div>
-      )}
+      {isLoading && <DocumentSigningFieldsLoader />}
 
       {!field.inserted && (
-        <p className="group-hover:text-primary text-muted-foreground text-[clamp(0.425rem,25cqw,0.825rem)] duration-200 group-hover:text-yellow-300">
+        <DocumentSigningFieldsUninserted>
           <Trans>Initials</Trans>
-        </p>
+        </DocumentSigningFieldsUninserted>
       )}
 
       {field.inserted && (
-        <p className="text-muted-foreground dark:text-background/80 text-[clamp(0.425rem,25cqw,0.825rem)] duration-200">
+        <DocumentSigningFieldsInserted textAlign={parsedFieldMeta?.textAlign}>
           {field.customText}
-        </p>
+        </DocumentSigningFieldsInserted>
       )}
     </DocumentSigningFieldContainer>
   );
diff --git a/apps/remix/app/components/general/document-signing/document-signing-name-field.tsx b/apps/remix/app/components/general/document-signing/document-signing-name-field.tsx
index 7c0246c97..8d303a47e 100644
--- a/apps/remix/app/components/general/document-signing/document-signing-name-field.tsx
+++ b/apps/remix/app/components/general/document-signing/document-signing-name-field.tsx
@@ -3,7 +3,6 @@ import { useState } from 'react';
 import { msg } from '@lingui/core/macro';
 import { useLingui } from '@lingui/react';
 import { Trans } from '@lingui/react/macro';
-import { Loader } from 'lucide-react';
 import { useRevalidator } from 'react-router';
 
 import { DO_NOT_INVALIDATE_QUERY_ON_MUTATION } from '@documenso/lib/constants/trpc';
@@ -16,7 +15,6 @@ import type {
   TRemovedSignedFieldWithTokenMutationSchema,
   TSignFieldWithTokenMutationSchema,
 } from '@documenso/trpc/server/field-router/schema';
-import { cn } from '@documenso/ui/lib/utils';
 import { Button } from '@documenso/ui/primitives/button';
 import { Dialog, DialogContent, DialogFooter, DialogTitle } from '@documenso/ui/primitives/dialog';
 import { Input } from '@documenso/ui/primitives/input';
@@ -25,6 +23,11 @@ import { useToast } from '@documenso/ui/primitives/use-toast';
 
 import { useRequiredDocumentSigningAuthContext } from './document-signing-auth-provider';
 import { DocumentSigningFieldContainer } from './document-signing-field-container';
+import {
+  DocumentSigningFieldsInserted,
+  DocumentSigningFieldsLoader,
+  DocumentSigningFieldsUninserted,
+} from './document-signing-fields';
 import { useRequiredDocumentSigningContext } from './document-signing-provider';
 import { useDocumentSigningRecipientContext } from './document-signing-recipient-provider';
 
@@ -166,34 +169,18 @@ export const DocumentSigningNameField = ({
       onRemove={onRemove}
       type="Name"
     >
-      {isLoading && (
-        <div className="bg-background absolute inset-0 flex items-center justify-center rounded-md">
-          <Loader className="text-primary h-5 w-5 animate-spin md:h-8 md:w-8" />
-        </div>
-      )}
+      {isLoading && <DocumentSigningFieldsLoader />}
 
       {!field.inserted && (
-        <p className="group-hover:text-primary text-muted-foreground duration-200 group-hover:text-yellow-300">
+        <DocumentSigningFieldsUninserted>
           <Trans>Name</Trans>
-        </p>
+        </DocumentSigningFieldsUninserted>
       )}
 
       {field.inserted && (
-        <div className="flex h-full w-full items-center">
-          <p
-            className={cn(
-              'text-muted-foreground dark:text-background/80 w-full text-[clamp(0.425rem,25cqw,0.825rem)] duration-200',
-              {
-                'text-left': parsedFieldMeta?.textAlign === 'left',
-                'text-center':
-                  !parsedFieldMeta?.textAlign || parsedFieldMeta?.textAlign === 'center',
-                'text-right': parsedFieldMeta?.textAlign === 'right',
-              },
-            )}
-          >
-            {field.customText}
-          </p>
-        </div>
+        <DocumentSigningFieldsInserted textAlign={parsedFieldMeta?.textAlign}>
+          {field.customText}
+        </DocumentSigningFieldsInserted>
       )}
 
       <Dialog open={showFullNameModal} onOpenChange={setShowFullNameModal}>
@@ -202,7 +189,7 @@ export const DocumentSigningNameField = ({
             <Trans>
               Sign as
               <div>
-                {recipient.name} <div className="text-muted-foreground">({recipient.email})</div>
+                {recipient.name} <div className="text-foreground">({recipient.email})</div>
               </div>
             </Trans>
           </DialogTitle>
@@ -224,7 +211,7 @@ export const DocumentSigningNameField = ({
             <div className="flex w-full flex-1 flex-nowrap gap-4">
               <Button
                 type="button"
-                className="dark:bg-muted dark:hover:bg-muted/80 flex-1 bg-black/5 hover:bg-black/10"
+                className="flex-1"
                 variant="secondary"
                 onClick={() => {
                   setShowFullNameModal(false);
diff --git a/apps/remix/app/components/general/document-signing/document-signing-number-field.tsx b/apps/remix/app/components/general/document-signing/document-signing-number-field.tsx
index 307225778..23a577f9e 100644
--- a/apps/remix/app/components/general/document-signing/document-signing-number-field.tsx
+++ b/apps/remix/app/components/general/document-signing/document-signing-number-field.tsx
@@ -3,7 +3,6 @@ import { useEffect, useState } from 'react';
 import { msg } from '@lingui/core/macro';
 import { useLingui } from '@lingui/react';
 import { Trans } from '@lingui/react/macro';
-import { Hash, Loader } from 'lucide-react';
 import { useRevalidator } from 'react-router';
 
 import { validateNumberField } from '@documenso/lib/advanced-fields-validation/validate-number';
@@ -25,6 +24,11 @@ import { useToast } from '@documenso/ui/primitives/use-toast';
 
 import { useRequiredDocumentSigningAuthContext } from './document-signing-auth-provider';
 import { DocumentSigningFieldContainer } from './document-signing-field-container';
+import {
+  DocumentSigningFieldsInserted,
+  DocumentSigningFieldsLoader,
+  DocumentSigningFieldsUninserted,
+} from './document-signing-fields';
 import { useDocumentSigningRecipientContext } from './document-signing-recipient-provider';
 
 type ValidationErrors = {
@@ -245,45 +249,16 @@ export const DocumentSigningNumberField = ({
       onRemove={onRemove}
       type="Number"
     >
-      {isLoading && (
-        <div className="bg-background absolute inset-0 flex items-center justify-center rounded-md">
-          <Loader className="text-primary h-5 w-5 animate-spin md:h-8 md:w-8" />
-        </div>
-      )}
+      {isLoading && <DocumentSigningFieldsLoader />}
 
       {!field.inserted && (
-        <p
-          className={cn(
-            'group-hover:text-primary text-muted-foreground flex flex-col items-center justify-center duration-200',
-            {
-              'group-hover:text-yellow-300': !field.inserted && !parsedFieldMeta?.required,
-              'group-hover:text-red-300': !field.inserted && parsedFieldMeta?.required,
-            },
-          )}
-        >
-          <span className="flex items-center justify-center gap-x-1">
-            <Hash className="h-[clamp(0.625rem,20cqw,0.925rem)] w-[clamp(0.625rem,20cqw,0.925rem)]" />{' '}
-            <span className="text-[clamp(0.425rem,25cqw,0.825rem)]">{fieldDisplayName}</span>
-          </span>
-        </p>
+        <DocumentSigningFieldsUninserted>{fieldDisplayName}</DocumentSigningFieldsUninserted>
       )}
 
       {field.inserted && (
-        <div className="flex h-full w-full items-center">
-          <p
-            className={cn(
-              'text-muted-foreground dark:text-background/80 w-full text-[clamp(0.425rem,25cqw,0.825rem)] duration-200',
-              {
-                'text-left': parsedFieldMeta?.textAlign === 'left',
-                'text-center':
-                  !parsedFieldMeta?.textAlign || parsedFieldMeta?.textAlign === 'center',
-                'text-right': parsedFieldMeta?.textAlign === 'right',
-              },
-            )}
-          >
-            {field.customText}
-          </p>
-        </div>
+        <DocumentSigningFieldsInserted textAlign={parsedFieldMeta?.textAlign}>
+          {field.customText}
+        </DocumentSigningFieldsInserted>
       )}
 
       <Dialog open={showNumberModal} onOpenChange={setShowNumberModal}>
@@ -339,7 +314,7 @@ export const DocumentSigningNumberField = ({
             <div className="flex w-full flex-1 flex-nowrap gap-4">
               <Button
                 type="button"
-                className="dark:bg-muted dark:hover:bg-muted/80 flex-1 bg-black/5 hover:bg-black/10"
+                className="flex-1"
                 variant="secondary"
                 onClick={() => {
                   setShowNumberModal(false);
diff --git a/apps/remix/app/components/general/document-signing/document-signing-page-view.tsx b/apps/remix/app/components/general/document-signing/document-signing-page-view.tsx
index c194d8e61..33b553af9 100644
--- a/apps/remix/app/components/general/document-signing/document-signing-page-view.tsx
+++ b/apps/remix/app/components/general/document-signing/document-signing-page-view.tsx
@@ -19,6 +19,7 @@ import {
 import type { CompletedField } from '@documenso/lib/types/fields';
 import type { FieldWithSignatureAndFieldMeta } from '@documenso/prisma/types/field-with-signature-and-fieldmeta';
 import type { RecipientWithFields } from '@documenso/prisma/types/recipient-with-fields';
+import { DocumentReadOnlyFields } from '@documenso/ui/components/document/document-read-only-fields';
 import { Card, CardContent } from '@documenso/ui/primitives/card';
 import { ElementVisible } from '@documenso/ui/primitives/element-visible';
 import { PDFViewer } from '@documenso/ui/primitives/pdf-viewer';
@@ -36,7 +37,6 @@ import { DocumentSigningRadioField } from '~/components/general/document-signing
 import { DocumentSigningRejectDialog } from '~/components/general/document-signing/document-signing-reject-dialog';
 import { DocumentSigningSignatureField } from '~/components/general/document-signing/document-signing-signature-field';
 import { DocumentSigningTextField } from '~/components/general/document-signing/document-signing-text-field';
-import { DocumentReadOnlyFields } from '~/components/general/document/document-read-only-fields';
 
 import { DocumentSigningRecipientProvider } from './document-signing-recipient-provider';
 
@@ -157,7 +157,11 @@ export const DocumentSigningPageView = ({
           </div>
         </div>
 
-        <DocumentReadOnlyFields documentMeta={documentMeta || undefined} fields={completedFields} />
+        <DocumentReadOnlyFields
+          documentMeta={documentMeta || undefined}
+          fields={completedFields}
+          showRecipientTooltip={true}
+        />
 
         {recipient.role !== RecipientRole.ASSISTANT && (
           <DocumentSigningAutoSign recipient={recipient} fields={fields} />
diff --git a/apps/remix/app/components/general/document-signing/document-signing-radio-field.tsx b/apps/remix/app/components/general/document-signing/document-signing-radio-field.tsx
index b518c7bb3..934f91c8a 100644
--- a/apps/remix/app/components/general/document-signing/document-signing-radio-field.tsx
+++ b/apps/remix/app/components/general/document-signing/document-signing-radio-field.tsx
@@ -2,7 +2,6 @@ import { useEffect, useState } from 'react';
 
 import { msg } from '@lingui/core/macro';
 import { useLingui } from '@lingui/react';
-import { Loader } from 'lucide-react';
 import { useRevalidator } from 'react-router';
 
 import { DO_NOT_INVALIDATE_QUERY_ON_MUTATION } from '@documenso/lib/constants/trpc';
@@ -21,6 +20,7 @@ import { useToast } from '@documenso/ui/primitives/use-toast';
 
 import { useRequiredDocumentSigningAuthContext } from './document-signing-auth-provider';
 import { DocumentSigningFieldContainer } from './document-signing-field-container';
+import { DocumentSigningFieldsLoader } from './document-signing-fields';
 import { useDocumentSigningRecipientContext } from './document-signing-recipient-provider';
 
 export type DocumentSigningRadioFieldProps = {
@@ -150,44 +150,52 @@ export const DocumentSigningRadioField = ({
 
   return (
     <DocumentSigningFieldContainer field={field} onSign={onSign} onRemove={onRemove} type="Radio">
-      {isLoading && (
-        <div className="bg-background absolute inset-0 z-20 flex items-center justify-center rounded-md">
-          <Loader className="text-primary h-5 w-5 animate-spin md:h-8 md:w-8" />
-        </div>
-      )}
+      {isLoading && <DocumentSigningFieldsLoader />}
 
       {!field.inserted && (
-        <RadioGroup onValueChange={(value) => handleSelectItem(value)} className="z-10">
+        <RadioGroup
+          onValueChange={(value) => handleSelectItem(value)}
+          className="z-10 my-0.5 gap-y-1"
+        >
           {values?.map((item, index) => (
-            <div key={index} className="flex items-center gap-x-1.5">
+            <div key={index} className="flex items-center">
               <RadioGroupItem
-                className="h-4 w-4 shrink-0"
+                className="h-3 w-3 shrink-0"
                 value={item.value}
-                id={`option-${index}`}
+                id={`option-${field.id}-${item.id}`}
                 checked={item.checked}
               />
-
-              <Label htmlFor={`option-${index}`}>
-                {item.value.includes('empty-value-') ? '' : item.value}
-              </Label>
+              {!item.value.includes('empty-value-') && item.value && (
+                <Label
+                  htmlFor={`option-${field.id}-${item.id}`}
+                  className="text-foreground ml-1.5 text-xs font-normal"
+                >
+                  {item.value}
+                </Label>
+              )}
             </div>
           ))}
         </RadioGroup>
       )}
 
       {field.inserted && (
-        <RadioGroup className="gap-y-1">
+        <RadioGroup className="my-0.5 gap-y-1">
           {values?.map((item, index) => (
-            <div key={index} className="flex items-center gap-x-1.5">
+            <div key={index} className="flex items-center">
               <RadioGroupItem
                 className="h-3 w-3"
                 value={item.value}
-                id={`option-${index}`}
+                id={`option-${field.id}-${item.id}`}
                 checked={item.value === field.customText}
               />
-              <Label htmlFor={`option-${index}`} className="text-xs">
-                {item.value.includes('empty-value-') ? '' : item.value}
-              </Label>
+              {!item.value.includes('empty-value-') && item.value && (
+                <Label
+                  htmlFor={`option-${field.id}-${item.id}`}
+                  className="text-foreground ml-1.5 text-xs font-normal"
+                >
+                  {item.value}
+                </Label>
+              )}
             </div>
           ))}
         </RadioGroup>
diff --git a/apps/remix/app/components/general/document-signing/document-signing-signature-field.tsx b/apps/remix/app/components/general/document-signing/document-signing-signature-field.tsx
index 381658ab3..8c80925d7 100644
--- a/apps/remix/app/components/general/document-signing/document-signing-signature-field.tsx
+++ b/apps/remix/app/components/general/document-signing/document-signing-signature-field.tsx
@@ -242,7 +242,7 @@ export const DocumentSigningSignatureField = ({
       )}
 
       {state === 'empty' && (
-        <p className="group-hover:text-primary font-signature text-muted-foreground text-[clamp(0.575rem,25cqw,1.2rem)] text-xl duration-200 group-hover:text-yellow-300">
+        <p className="group-hover:text-primary font-signature text-muted-foreground group-hover:text-recipient-green text-[clamp(0.575rem,25cqw,1.2rem)] text-xl duration-200">
           <Trans>Signature</Trans>
         </p>
       )}
@@ -259,7 +259,7 @@ export const DocumentSigningSignatureField = ({
         <div ref={containerRef} className="flex h-full w-full items-center justify-center p-2">
           <p
             ref={signatureRef}
-            className="font-signature text-muted-foreground dark:text-background w-full overflow-hidden break-all text-center leading-tight duration-200"
+            className="font-signature text-muted-foreground w-full overflow-hidden break-all text-center leading-tight duration-200"
             style={{ fontSize: `${fontSize}rem` }}
           >
             {signature?.typedSignature}
@@ -291,7 +291,7 @@ export const DocumentSigningSignatureField = ({
             <div className="flex w-full flex-1 flex-nowrap gap-4">
               <Button
                 type="button"
-                className="dark:bg-muted dark:hover:bg-muted/80 flex-1 bg-black/5 hover:bg-black/10"
+                className="flex-1"
                 variant="secondary"
                 onClick={() => {
                   setShowSignatureModal(false);
diff --git a/apps/remix/app/components/general/document-signing/document-signing-text-field.tsx b/apps/remix/app/components/general/document-signing/document-signing-text-field.tsx
index 074628cc4..3cfa87ab9 100644
--- a/apps/remix/app/components/general/document-signing/document-signing-text-field.tsx
+++ b/apps/remix/app/components/general/document-signing/document-signing-text-field.tsx
@@ -3,7 +3,6 @@ import { useEffect, useState } from 'react';
 import { msg } from '@lingui/core/macro';
 import { useLingui } from '@lingui/react';
 import { Plural, Trans } from '@lingui/react/macro';
-import { Loader, Type } from 'lucide-react';
 import { useRevalidator } from 'react-router';
 
 import { validateTextField } from '@documenso/lib/advanced-fields-validation/validate-text';
@@ -25,6 +24,11 @@ import { useToast } from '@documenso/ui/primitives/use-toast';
 
 import { useRequiredDocumentSigningAuthContext } from './document-signing-auth-provider';
 import { DocumentSigningFieldContainer } from './document-signing-field-container';
+import {
+  DocumentSigningFieldsInserted,
+  DocumentSigningFieldsLoader,
+  DocumentSigningFieldsUninserted,
+} from './document-signing-fields';
 import { useDocumentSigningRecipientContext } from './document-signing-recipient-provider';
 
 export type DocumentSigningTextFieldProps = {
@@ -248,49 +252,20 @@ export const DocumentSigningTextField = ({
       onRemove={onRemove}
       type="Text"
     >
-      {isLoading && (
-        <div className="bg-background absolute inset-0 flex items-center justify-center rounded-md">
-          <Loader className="text-primary h-5 w-5 animate-spin md:h-8 md:w-8" />
-        </div>
-      )}
+      {isLoading && <DocumentSigningFieldsLoader />}
 
       {!field.inserted && (
-        <p
-          className={cn(
-            'group-hover:text-primary text-muted-foreground flex flex-col items-center justify-center duration-200',
-            {
-              'group-hover:text-yellow-300': !field.inserted && !parsedFieldMeta?.required,
-              'group-hover:text-red-300': !field.inserted && parsedFieldMeta?.required,
-            },
-          )}
-        >
-          <span className="flex items-center justify-center gap-x-1">
-            <Type className="h-[clamp(0.625rem,20cqw,0.925rem)] w-[clamp(0.625rem,20cqw,0.925rem)]" />
-            <span className="text-[clamp(0.425rem,25cqw,0.825rem)]">
-              {fieldDisplayName || <Trans>Text</Trans>}
-            </span>
-          </span>
-        </p>
+        <DocumentSigningFieldsUninserted>
+          {fieldDisplayName || <Trans>Text</Trans>}
+        </DocumentSigningFieldsUninserted>
       )}
 
       {field.inserted && (
-        <div className="flex h-full w-full items-center">
-          <p
-            className={cn(
-              'text-muted-foreground dark:text-background/80 w-full text-[clamp(0.425rem,25cqw,0.825rem)] duration-200',
-              {
-                'text-left': parsedFieldMeta?.textAlign === 'left',
-                'text-center':
-                  !parsedFieldMeta?.textAlign || parsedFieldMeta?.textAlign === 'center',
-                'text-right': parsedFieldMeta?.textAlign === 'right',
-              },
-            )}
-          >
-            {field.customText.length < 20
-              ? field.customText
-              : field.customText.substring(0, 20) + '...'}
-          </p>
-        </div>
+        <DocumentSigningFieldsInserted textAlign={parsedFieldMeta?.textAlign}>
+          {field.customText.length < 20
+            ? field.customText
+            : field.customText.substring(0, 20) + '...'}
+        </DocumentSigningFieldsInserted>
       )}
 
       <Dialog open={showCustomTextModal} onOpenChange={setShowCustomTextModal}>
@@ -304,11 +279,9 @@ export const DocumentSigningTextField = ({
               id="custom-text"
               placeholder={parsedFieldMeta?.placeholder ?? _(msg`Enter your text here`)}
               className={cn('mt-2 w-full rounded-md', {
-                'border-2 border-red-300 ring-2 ring-red-200 ring-offset-2 ring-offset-red-200 focus-visible:border-red-400 focus-visible:ring-4 focus-visible:ring-red-200 focus-visible:ring-offset-2 focus-visible:ring-offset-red-200':
+                'border-2 border-red-300 text-left ring-2 ring-red-200 ring-offset-2 ring-offset-red-200 focus-visible:border-red-400 focus-visible:ring-4 focus-visible:ring-red-200 focus-visible:ring-offset-2 focus-visible:ring-offset-red-200':
                   userInputHasErrors,
-                'text-left': parsedFieldMeta?.textAlign === 'left',
-                'text-center':
-                  !parsedFieldMeta?.textAlign || parsedFieldMeta?.textAlign === 'center',
+                'text-center': parsedFieldMeta?.textAlign === 'center',
                 'text-right': parsedFieldMeta?.textAlign === 'right',
               })}
               value={localText}
@@ -354,8 +327,8 @@ export const DocumentSigningTextField = ({
             <div className="mt-4 flex w-full flex-1 flex-nowrap gap-4">
               <Button
                 type="button"
-                className="dark:bg-muted dark:hover:bg-muted/80 flex-1 bg-black/5 hover:bg-black/10"
                 variant="secondary"
+                className="flex-1"
                 onClick={() => {
                   setShowCustomTextModal(false);
                   setLocalCustomText('');
diff --git a/apps/remix/app/components/general/document/document-read-only-fields.tsx b/apps/remix/app/components/general/document/document-read-only-fields.tsx
deleted file mode 100644
index 26b0b20da..000000000
--- a/apps/remix/app/components/general/document/document-read-only-fields.tsx
+++ /dev/null
@@ -1,171 +0,0 @@
-import { useState } from 'react';
-
-import { useLingui } from '@lingui/react';
-import { Trans } from '@lingui/react/macro';
-import type { DocumentMeta, TemplateMeta } from '@prisma/client';
-import { FieldType, SigningStatus } from '@prisma/client';
-import { Clock, EyeOffIcon } from 'lucide-react';
-import { P, match } from 'ts-pattern';
-
-import {
-  DEFAULT_DOCUMENT_DATE_FORMAT,
-  convertToLocalSystemFormat,
-} from '@documenso/lib/constants/date-formats';
-import { PDF_VIEWER_PAGE_SELECTOR } from '@documenso/lib/constants/pdf-viewer';
-import { DEFAULT_DOCUMENT_TIME_ZONE } from '@documenso/lib/constants/time-zones';
-import type { DocumentField } from '@documenso/lib/server-only/field/get-fields-for-document';
-import { parseMessageDescriptor } from '@documenso/lib/utils/i18n';
-import { extractInitials } from '@documenso/lib/utils/recipient-formatter';
-import { FieldRootContainer } from '@documenso/ui/components/field/field';
-import { SignatureIcon } from '@documenso/ui/icons/signature';
-import { cn } from '@documenso/ui/lib/utils';
-import { Avatar, AvatarFallback } from '@documenso/ui/primitives/avatar';
-import { Badge } from '@documenso/ui/primitives/badge';
-import { FRIENDLY_FIELD_TYPE } from '@documenso/ui/primitives/document-flow/types';
-import { ElementVisible } from '@documenso/ui/primitives/element-visible';
-import { PopoverHover } from '@documenso/ui/primitives/popover';
-
-export type DocumentReadOnlyFieldsProps = {
-  fields: DocumentField[];
-  documentMeta?: DocumentMeta | TemplateMeta;
-  showFieldStatus?: boolean;
-};
-
-export const DocumentReadOnlyFields = ({
-  documentMeta,
-  fields,
-  showFieldStatus = true,
-}: DocumentReadOnlyFieldsProps) => {
-  const { _ } = useLingui();
-
-  const [hiddenFieldIds, setHiddenFieldIds] = useState<Record<string, boolean>>({});
-
-  const handleHideField = (fieldId: string) => {
-    setHiddenFieldIds((prev) => ({ ...prev, [fieldId]: true }));
-  };
-
-  return (
-    <ElementVisible target={PDF_VIEWER_PAGE_SELECTOR}>
-      {fields.map(
-        (field) =>
-          !hiddenFieldIds[field.secondaryId] && (
-            <FieldRootContainer
-              field={field}
-              key={field.id}
-              cardClassName="border-gray-300/50 !shadow-none backdrop-blur-[1px] bg-gray-50 ring-0 ring-offset-0"
-            >
-              <div className="absolute -right-3 -top-3">
-                <PopoverHover
-                  trigger={
-                    <Avatar className="dark:border-foreground h-8 w-8 border-2 border-solid border-gray-200/50 transition-colors hover:border-gray-200">
-                      <AvatarFallback className="bg-neutral-50 text-xs text-gray-400">
-                        {extractInitials(field.recipient.name || field.recipient.email)}
-                      </AvatarFallback>
-                    </Avatar>
-                  }
-                  contentProps={{
-                    className: 'relative flex w-fit flex-col p-4 text-sm',
-                  }}
-                >
-                  {showFieldStatus && (
-                    <Badge
-                      className="mx-auto mb-1 py-0.5"
-                      variant={
-                        field.recipient.signingStatus === SigningStatus.SIGNED
-                          ? 'default'
-                          : 'secondary'
-                      }
-                    >
-                      {field.recipient.signingStatus === SigningStatus.SIGNED ? (
-                        <>
-                          <SignatureIcon className="mr-1 h-3 w-3" />
-                          <Trans>Signed</Trans>
-                        </>
-                      ) : (
-                        <>
-                          <Clock className="mr-1 h-3 w-3" />
-                          <Trans>Pending</Trans>
-                        </>
-                      )}
-                    </Badge>
-                  )}
-
-                  <p className="text-center font-semibold">
-                    <span>{parseMessageDescriptor(_, FRIENDLY_FIELD_TYPE[field.type])} field</span>
-                  </p>
-
-                  <p className="text-muted-foreground mt-1 text-center text-xs">
-                    {field.recipient.name
-                      ? `${field.recipient.name} (${field.recipient.email})`
-                      : field.recipient.email}{' '}
-                  </p>
-
-                  <button
-                    className="absolute right-0 top-0 my-1 p-2 focus:outline-none focus-visible:ring-0"
-                    onClick={() => handleHideField(field.secondaryId)}
-                    title="Hide field"
-                  >
-                    <EyeOffIcon className="h-3 w-3" />
-                  </button>
-                </PopoverHover>
-              </div>
-
-              <div className="text-muted-foreground dark:text-background/70 break-all text-sm">
-                {field.recipient.signingStatus === SigningStatus.SIGNED &&
-                  match(field)
-                    .with({ type: FieldType.SIGNATURE }, (field) =>
-                      field.signature?.signatureImageAsBase64 ? (
-                        <img
-                          src={field.signature.signatureImageAsBase64}
-                          alt="Signature"
-                          className="h-full w-full object-contain dark:invert"
-                        />
-                      ) : (
-                        <p className="font-signature text-muted-foreground text-lg duration-200 sm:text-xl md:text-2xl">
-                          {field.signature?.typedSignature}
-                        </p>
-                      ),
-                    )
-                    .with(
-                      {
-                        type: P.union(
-                          FieldType.NAME,
-                          FieldType.INITIALS,
-                          FieldType.EMAIL,
-                          FieldType.NUMBER,
-                          FieldType.RADIO,
-                          FieldType.CHECKBOX,
-                          FieldType.DROPDOWN,
-                        ),
-                      },
-                      () => field.customText,
-                    )
-                    .with({ type: FieldType.TEXT }, () => field.customText.substring(0, 20) + '...')
-                    .with({ type: FieldType.DATE }, () =>
-                      convertToLocalSystemFormat(
-                        field.customText,
-                        documentMeta?.dateFormat ?? DEFAULT_DOCUMENT_DATE_FORMAT,
-                        documentMeta?.timezone ?? DEFAULT_DOCUMENT_TIME_ZONE,
-                      ),
-                    )
-                    .with({ type: FieldType.FREE_SIGNATURE }, () => null)
-                    .exhaustive()}
-
-                {field.recipient.signingStatus === SigningStatus.NOT_SIGNED && (
-                  <p
-                    className={cn('text-muted-foreground text-lg duration-200', {
-                      'font-signature sm:text-xl md:text-2xl':
-                        field.type === FieldType.SIGNATURE ||
-                        field.type === FieldType.FREE_SIGNATURE,
-                    })}
-                  >
-                    {parseMessageDescriptor(_, FRIENDLY_FIELD_TYPE[field.type])}
-                  </p>
-                )}
-              </div>
-            </FieldRootContainer>
-          ),
-      )}
-    </ElementVisible>
-  );
-};
diff --git a/apps/remix/app/components/general/legacy-field-warning-popover.tsx b/apps/remix/app/components/general/legacy-field-warning-popover.tsx
new file mode 100644
index 000000000..6bd489c27
--- /dev/null
+++ b/apps/remix/app/components/general/legacy-field-warning-popover.tsx
@@ -0,0 +1,112 @@
+import { msg } from '@lingui/core/macro';
+import { useLingui } from '@lingui/react';
+import { Trans } from '@lingui/react/macro';
+import { AlertCircle } from 'lucide-react';
+import { useRevalidator } from 'react-router';
+
+import { trpc } from '@documenso/trpc/react';
+import { Button } from '@documenso/ui/primitives/button';
+import { PopoverHover } from '@documenso/ui/primitives/popover';
+import { useToast } from '@documenso/ui/primitives/use-toast';
+
+export type LegacyFieldWarningPopoverProps = {
+  type?: 'document' | 'template';
+  documentId?: number;
+  templateId?: number;
+};
+
+export const LegacyFieldWarningPopover = ({
+  type = 'document',
+  documentId,
+  templateId,
+}: LegacyFieldWarningPopoverProps) => {
+  const { _ } = useLingui();
+  const { toast } = useToast();
+
+  const revalidator = useRevalidator();
+
+  const { mutateAsync: updateTemplate, isPending: isUpdatingTemplate } =
+    trpc.template.updateTemplate.useMutation();
+  const { mutateAsync: updateDocument, isPending: isUpdatingDocument } =
+    trpc.document.updateDocument.useMutation();
+
+  const onUpdateFieldsClick = async () => {
+    if (type === 'document') {
+      if (!documentId) {
+        return;
+      }
+
+      await updateDocument({
+        documentId,
+        data: {
+          useLegacyFieldInsertion: false,
+        },
+      });
+    }
+
+    if (type === 'template') {
+      if (!templateId) {
+        return;
+      }
+
+      await updateTemplate({
+        templateId,
+        data: {
+          useLegacyFieldInsertion: false,
+        },
+      });
+    }
+
+    void revalidator.revalidate();
+
+    toast({
+      title: _(msg`Fields updated`),
+      description: _(
+        msg`The fields have been updated to the new field insertion method successfully`,
+      ),
+    });
+  };
+
+  return (
+    <PopoverHover
+      side="bottom"
+      trigger={
+        <Button variant="outline" className="h-9 w-9 p-0">
+          <span className="sr-only">
+            {type === 'document' ? (
+              <Trans>Document is using legacy field insertion</Trans>
+            ) : (
+              <Trans>Template is using legacy field insertion</Trans>
+            )}
+          </span>
+          <AlertCircle className="h-5 w-5" />
+        </Button>
+      }
+    >
+      <p className="text-muted-foreground text-sm">
+        {type === 'document' ? (
+          <Trans>
+            This document is using legacy field insertion, we recommend using the new field
+            insertion method for more accurate results.
+          </Trans>
+        ) : (
+          <Trans>
+            This template is using legacy field insertion, we recommend using the new field
+            insertion method for more accurate results.
+          </Trans>
+        )}
+      </p>
+
+      <div className="mt-2 flex w-full items-center justify-end">
+        <Button
+          type="button"
+          size="sm"
+          loading={isUpdatingDocument || isUpdatingTemplate}
+          onClick={onUpdateFieldsClick}
+        >
+          <Trans>Update Fields</Trans>
+        </Button>
+      </div>
+    </PopoverHover>
+  );
+};
diff --git a/apps/remix/app/components/tables/admin-leaderboard-table.tsx b/apps/remix/app/components/tables/admin-leaderboard-table.tsx
index eca409eb9..d7baf2cb9 100644
--- a/apps/remix/app/components/tables/admin-leaderboard-table.tsx
+++ b/apps/remix/app/components/tables/admin-leaderboard-table.tsx
@@ -14,9 +14,13 @@ import { Input } from '@documenso/ui/primitives/input';
 export type SigningVolume = {
   id: number;
   name: string;
+  email: string;
   signingVolume: number;
   createdAt: Date;
   planId: string;
+  userId?: number | null;
+  teamId?: number | null;
+  isTeam: boolean;
 };
 
 type LeaderboardTableProps = {
diff --git a/apps/remix/app/routes/_authenticated+/admin+/leaderboard.tsx b/apps/remix/app/routes/_authenticated+/admin+/leaderboard.tsx
index a258a21aa..2a6857e5e 100644
--- a/apps/remix/app/routes/_authenticated+/admin+/leaderboard.tsx
+++ b/apps/remix/app/routes/_authenticated+/admin+/leaderboard.tsx
@@ -2,7 +2,10 @@ import { Trans } from '@lingui/react/macro';
 
 import { getSigningVolume } from '@documenso/lib/server-only/admin/get-signing-volume';
 
-import { AdminLeaderboardTable } from '~/components/tables/admin-leaderboard-table';
+import {
+  AdminLeaderboardTable,
+  type SigningVolume,
+} from '~/components/tables/admin-leaderboard-table';
 
 import type { Route } from './+types/leaderboard';
 
@@ -25,7 +28,7 @@ export async function loader({ request }: Route.LoaderArgs) {
   const perPage = Number(url.searchParams.get('perPage')) || 10;
   const search = url.searchParams.get('search') || '';
 
-  const { leaderboard: signingVolume, totalPages } = await getSigningVolume({
+  const { leaderboard, totalPages } = await getSigningVolume({
     search,
     page,
     perPage,
@@ -33,8 +36,14 @@ export async function loader({ request }: Route.LoaderArgs) {
     sortOrder,
   });
 
+  const typedSigningVolume: SigningVolume[] = leaderboard.map((item) => ({
+    ...item,
+    name: item.name || '',
+    createdAt: item.createdAt || new Date(),
+  }));
+
   return {
-    signingVolume,
+    signingVolume: typedSigningVolume,
     totalPages,
     page,
     perPage,
@@ -48,9 +57,11 @@ export default function Leaderboard({ loaderData }: Route.ComponentProps) {
 
   return (
     <div>
-      <h2 className="text-4xl font-semibold">
-        <Trans>Signing Volume</Trans>
-      </h2>
+      <div className="flex items-center">
+        <h2 className="text-4xl font-semibold">
+          <Trans>Signing Volume</Trans>
+        </h2>
+      </div>
       <div className="mt-8">
         <AdminLeaderboardTable
           signingVolume={signingVolume}
diff --git a/apps/remix/app/routes/_authenticated+/documents.$id._index.tsx b/apps/remix/app/routes/_authenticated+/documents.$id._index.tsx
index 23d9b371f..d382ce76e 100644
--- a/apps/remix/app/routes/_authenticated+/documents.$id._index.tsx
+++ b/apps/remix/app/routes/_authenticated+/documents.$id._index.tsx
@@ -13,6 +13,7 @@ import { getRecipientsForDocument } from '@documenso/lib/server-only/recipient/g
 import { type TGetTeamByUrlResponse, getTeamByUrl } from '@documenso/lib/server-only/team/get-team';
 import { DocumentVisibility } from '@documenso/lib/types/document-visibility';
 import { formatDocumentsPath } from '@documenso/lib/utils/teams';
+import { DocumentReadOnlyFields } from '@documenso/ui/components/document/document-read-only-fields';
 import { Badge } from '@documenso/ui/primitives/badge';
 import { Button } from '@documenso/ui/primitives/button';
 import { Card, CardContent } from '@documenso/ui/primitives/card';
@@ -24,7 +25,6 @@ import { DocumentPageViewDropdown } from '~/components/general/document/document
 import { DocumentPageViewInformation } from '~/components/general/document/document-page-view-information';
 import { DocumentPageViewRecentActivity } from '~/components/general/document/document-page-view-recent-activity';
 import { DocumentPageViewRecipients } from '~/components/general/document/document-page-view-recipients';
-import { DocumentReadOnlyFields } from '~/components/general/document/document-read-only-fields';
 import { DocumentRecipientLinkCopyDialog } from '~/components/general/document/document-recipient-link-copy-dialog';
 import {
   DocumentStatus as DocumentStatusComponent,
@@ -200,8 +200,14 @@ export default function DocumentPage() {
           </CardContent>
         </Card>
 
-        {document.status === DocumentStatus.PENDING && (
-          <DocumentReadOnlyFields fields={fields} documentMeta={documentMeta || undefined} />
+        {document.status !== DocumentStatus.COMPLETED && (
+          <DocumentReadOnlyFields
+            fields={fields}
+            documentMeta={documentMeta || undefined}
+            showRecipientTooltip={true}
+            showRecipientColors={true}
+            recipientIds={recipients.map((recipient) => recipient.id)}
+          />
         )}
 
         <div className="col-span-12 lg:col-span-6 xl:col-span-5">
diff --git a/apps/remix/app/routes/_authenticated+/documents.$id.edit.tsx b/apps/remix/app/routes/_authenticated+/documents.$id.edit.tsx
index ba91b24b3..ad87cdee2 100644
--- a/apps/remix/app/routes/_authenticated+/documents.$id.edit.tsx
+++ b/apps/remix/app/routes/_authenticated+/documents.$id.edit.tsx
@@ -14,6 +14,7 @@ import { formatDocumentsPath } from '@documenso/lib/utils/teams';
 
 import { DocumentEditForm } from '~/components/general/document/document-edit-form';
 import { DocumentStatus } from '~/components/general/document/document-status';
+import { LegacyFieldWarningPopover } from '~/components/general/legacy-field-warning-popover';
 import { StackAvatarsWithTooltip } from '~/components/general/stack-avatars-with-tooltip';
 import { superLoaderJson, useSuperLoaderData } from '~/utils/super-json-loader';
 
@@ -100,29 +101,43 @@ export default function DocumentEditPage() {
         <Trans>Documents</Trans>
       </Link>
 
-      <h1
-        className="mt-4 block max-w-[20rem] truncate text-2xl font-semibold md:max-w-[30rem] md:text-3xl"
-        title={document.title}
-      >
-        {document.title}
-      </h1>
+      <div className="mt-4 flex w-full items-end justify-between">
+        <div className="flex-1">
+          <h1
+            className="block max-w-[20rem] truncate text-2xl font-semibold md:max-w-[30rem] md:text-3xl"
+            title={document.title}
+          >
+            {document.title}
+          </h1>
 
-      <div className="mt-2.5 flex items-center gap-x-6">
-        <DocumentStatus inheritColor status={document.status} className="text-muted-foreground" />
+          <div className="mt-2.5 flex items-center gap-x-6">
+            <DocumentStatus
+              inheritColor
+              status={document.status}
+              className="text-muted-foreground"
+            />
 
-        {recipients.length > 0 && (
-          <div className="text-muted-foreground flex items-center">
-            <Users2 className="mr-2 h-5 w-5" />
+            {recipients.length > 0 && (
+              <div className="text-muted-foreground flex items-center">
+                <Users2 className="mr-2 h-5 w-5" />
 
-            <StackAvatarsWithTooltip
-              recipients={recipients}
-              documentStatus={document.status}
-              position="bottom"
-            >
-              <span>
-                <Plural one="1 Recipient" other="# Recipients" value={recipients.length} />
-              </span>
-            </StackAvatarsWithTooltip>
+                <StackAvatarsWithTooltip
+                  recipients={recipients}
+                  documentStatus={document.status}
+                  position="bottom"
+                >
+                  <span>
+                    <Plural one="1 Recipient" other="# Recipients" value={recipients.length} />
+                  </span>
+                </StackAvatarsWithTooltip>
+              </div>
+            )}
+          </div>
+        </div>
+
+        {document.useLegacyFieldInsertion && (
+          <div>
+            <LegacyFieldWarningPopover type="document" documentId={document.id} />
           </div>
         )}
       </div>
diff --git a/apps/remix/app/routes/_authenticated+/templates.$id._index.tsx b/apps/remix/app/routes/_authenticated+/templates.$id._index.tsx
index b8fc390b6..e315b87cc 100644
--- a/apps/remix/app/routes/_authenticated+/templates.$id._index.tsx
+++ b/apps/remix/app/routes/_authenticated+/templates.$id._index.tsx
@@ -7,6 +7,7 @@ import { getSession } from '@documenso/auth/server/lib/utils/get-session';
 import { type TGetTeamByUrlResponse, getTeamByUrl } from '@documenso/lib/server-only/team/get-team';
 import { getTemplateById } from '@documenso/lib/server-only/template/get-template-by-id';
 import { formatDocumentsPath, formatTemplatesPath } from '@documenso/lib/utils/teams';
+import { DocumentReadOnlyFields } from '@documenso/ui/components/document/document-read-only-fields';
 import { Button } from '@documenso/ui/primitives/button';
 import { Card, CardContent } from '@documenso/ui/primitives/card';
 import { PDFViewer } from '@documenso/ui/primitives/pdf-viewer';
@@ -14,7 +15,6 @@ import { PDFViewer } from '@documenso/ui/primitives/pdf-viewer';
 import { TemplateBulkSendDialog } from '~/components/dialogs/template-bulk-send-dialog';
 import { TemplateDirectLinkDialogWrapper } from '~/components/dialogs/template-direct-link-dialog-wrapper';
 import { TemplateUseDialog } from '~/components/dialogs/template-use-dialog';
-import { DocumentReadOnlyFields } from '~/components/general/document/document-read-only-fields';
 import { TemplateDirectLinkBadge } from '~/components/general/template/template-direct-link-badge';
 import { TemplatePageViewDocumentsTable } from '~/components/general/template/template-page-view-documents-table';
 import { TemplatePageViewInformation } from '~/components/general/template/template-page-view-information';
@@ -151,6 +151,9 @@ export default function TemplatePage() {
         <DocumentReadOnlyFields
           fields={readOnlyFields}
           showFieldStatus={false}
+          showRecipientTooltip={true}
+          showRecipientColors={true}
+          recipientIds={recipients.map((recipient) => recipient.id)}
           documentMeta={mockedDocumentMeta}
         />
 
diff --git a/apps/remix/app/routes/_authenticated+/templates.$id.edit.tsx b/apps/remix/app/routes/_authenticated+/templates.$id.edit.tsx
index 0ecd61813..75c0c8f12 100644
--- a/apps/remix/app/routes/_authenticated+/templates.$id.edit.tsx
+++ b/apps/remix/app/routes/_authenticated+/templates.$id.edit.tsx
@@ -8,6 +8,7 @@ import { type TGetTeamByUrlResponse, getTeamByUrl } from '@documenso/lib/server-
 import { getTemplateById } from '@documenso/lib/server-only/template/get-template-by-id';
 import { formatTemplatesPath } from '@documenso/lib/utils/teams';
 
+import { LegacyFieldWarningPopover } from '~/components/general/legacy-field-warning-popover';
 import { TemplateDirectLinkBadge } from '~/components/general/template/template-direct-link-badge';
 import { TemplateEditForm } from '~/components/general/template/template-edit-form';
 import { TemplateType } from '~/components/general/template/template-type';
@@ -91,8 +92,14 @@ export default function TemplateEditPage() {
           </div>
         </div>
 
-        <div className="mt-2 sm:mt-0 sm:self-end">
+        <div className="mt-2 flex items-center gap-2 sm:mt-0 sm:self-end">
           <TemplateDirectLinkDialogWrapper template={template} />
+
+          {template.useLegacyFieldInsertion && (
+            <div>
+              <LegacyFieldWarningPopover type="template" templateId={template.id} />
+            </div>
+          )}
         </div>
       </div>
 
diff --git a/apps/remix/app/routes/api+/branding.logo.team.$teamId.ts b/apps/remix/app/routes/api+/branding.logo.team.$teamId.ts
index d6bd0e738..4aab1b588 100644
--- a/apps/remix/app/routes/api+/branding.logo.team.$teamId.ts
+++ b/apps/remix/app/routes/api+/branding.logo.team.$teamId.ts
@@ -1,6 +1,6 @@
 import sharp from 'sharp';
 
-import { getFile } from '@documenso/lib/universal/upload/get-file';
+import { getFileServerSide } from '@documenso/lib/universal/upload/get-file.server';
 import { prisma } from '@documenso/prisma';
 
 import type { Route } from './+types/branding.logo.team.$teamId';
@@ -24,27 +24,29 @@ export async function loader({ params }: Route.LoaderArgs) {
     },
   });
 
-  if (!settings || !settings.brandingEnabled) {
+  if (!settings || !settings.brandingLogo) {
     return Response.json(
       {
         status: 'error',
-        message: 'Not found',
+        message: 'Logo not found',
       },
       { status: 404 },
     );
   }
 
-  if (!settings.brandingLogo) {
+  if (!settings.brandingEnabled) {
     return Response.json(
       {
         status: 'error',
-        message: 'Not found',
+        message: 'Branding is not enabled',
       },
-      { status: 404 },
+      { status: 400 },
     );
   }
 
-  const file = await getFile(JSON.parse(settings.brandingLogo)).catch(() => null);
+  const file = await getFileServerSide(JSON.parse(settings.brandingLogo)).catch((e) => {
+    console.error(e);
+  });
 
   if (!file) {
     return Response.json(
diff --git a/packages/lib/jobs/client.ts b/packages/lib/jobs/client.ts
index 713d928d8..8b857b66f 100644
--- a/packages/lib/jobs/client.ts
+++ b/packages/lib/jobs/client.ts
@@ -9,6 +9,7 @@ import { SEND_TEAM_DELETED_EMAIL_JOB_DEFINITION } from './definitions/emails/sen
 import { SEND_TEAM_MEMBER_JOINED_EMAIL_JOB_DEFINITION } from './definitions/emails/send-team-member-joined-email';
 import { SEND_TEAM_MEMBER_LEFT_EMAIL_JOB_DEFINITION } from './definitions/emails/send-team-member-left-email';
 import { BULK_SEND_TEMPLATE_JOB_DEFINITION } from './definitions/internal/bulk-send-template';
+import { EXECUTE_WEBHOOK_JOB_DEFINITION } from './definitions/internal/execute-webhook';
 import { SEAL_DOCUMENT_JOB_DEFINITION } from './definitions/internal/seal-document';
 
 /**
@@ -27,6 +28,7 @@ export const jobsClient = new JobClient([
   SEND_RECIPIENT_SIGNED_EMAIL_JOB_DEFINITION,
   SEND_DOCUMENT_CANCELLED_EMAILS_JOB_DEFINITION,
   BULK_SEND_TEMPLATE_JOB_DEFINITION,
+  EXECUTE_WEBHOOK_JOB_DEFINITION,
 ] as const);
 
 export const jobs = jobsClient;
diff --git a/packages/lib/jobs/definitions/internal/execute-webhook.handler.ts b/packages/lib/jobs/definitions/internal/execute-webhook.handler.ts
new file mode 100644
index 000000000..a357ea51f
--- /dev/null
+++ b/packages/lib/jobs/definitions/internal/execute-webhook.handler.ts
@@ -0,0 +1,74 @@
+import { Prisma, WebhookCallStatus } from '@prisma/client';
+
+import { prisma } from '@documenso/prisma';
+
+import type { JobRunIO } from '../../client/_internal/job';
+import type { TExecuteWebhookJobDefinition } from './execute-webhook';
+
+export const run = async ({
+  payload,
+  io,
+}: {
+  payload: TExecuteWebhookJobDefinition;
+  io: JobRunIO;
+}) => {
+  const { event, webhookId, data } = payload;
+
+  const webhook = await prisma.webhook.findUniqueOrThrow({
+    where: {
+      id: webhookId,
+    },
+  });
+
+  const { webhookUrl: url, secret } = webhook;
+
+  await io.runTask('execute-webhook', async () => {
+    const payloadData = {
+      event,
+      payload: data,
+      createdAt: new Date().toISOString(),
+      webhookEndpoint: url,
+    };
+
+    const response = await fetch(url, {
+      method: 'POST',
+      body: JSON.stringify(payloadData),
+      headers: {
+        'Content-Type': 'application/json',
+        'X-Documenso-Secret': secret ?? '',
+      },
+    });
+
+    const body = await response.text();
+
+    let responseBody: Prisma.InputJsonValue | Prisma.JsonNullValueInput = Prisma.JsonNull;
+
+    try {
+      responseBody = JSON.parse(body);
+    } catch (err) {
+      responseBody = body;
+    }
+
+    await prisma.webhookCall.create({
+      data: {
+        url,
+        event,
+        status: response.ok ? WebhookCallStatus.SUCCESS : WebhookCallStatus.FAILED,
+        requestBody: payloadData as Prisma.InputJsonValue,
+        responseCode: response.status,
+        responseBody,
+        responseHeaders: Object.fromEntries(response.headers.entries()),
+        webhookId: webhook.id,
+      },
+    });
+
+    if (!response.ok) {
+      throw new Error(`Webhook execution failed with status ${response.status}`);
+    }
+
+    return {
+      success: response.ok,
+      status: response.status,
+    };
+  });
+};
diff --git a/packages/lib/jobs/definitions/internal/execute-webhook.ts b/packages/lib/jobs/definitions/internal/execute-webhook.ts
new file mode 100644
index 000000000..af320034c
--- /dev/null
+++ b/packages/lib/jobs/definitions/internal/execute-webhook.ts
@@ -0,0 +1,34 @@
+import { WebhookTriggerEvents } from '@prisma/client';
+import { z } from 'zod';
+
+import { ZRequestMetadataSchema } from '../../../universal/extract-request-metadata';
+import { type JobDefinition } from '../../client/_internal/job';
+
+const EXECUTE_WEBHOOK_JOB_DEFINITION_ID = 'internal.execute-webhook';
+
+const EXECUTE_WEBHOOK_JOB_DEFINITION_SCHEMA = z.object({
+  event: z.nativeEnum(WebhookTriggerEvents),
+  webhookId: z.string(),
+  data: z.unknown(),
+  requestMetadata: ZRequestMetadataSchema.optional(),
+});
+
+export type TExecuteWebhookJobDefinition = z.infer<typeof EXECUTE_WEBHOOK_JOB_DEFINITION_SCHEMA>;
+
+export const EXECUTE_WEBHOOK_JOB_DEFINITION = {
+  id: EXECUTE_WEBHOOK_JOB_DEFINITION_ID,
+  name: 'Execute Webhook',
+  version: '1.0.0',
+  trigger: {
+    name: EXECUTE_WEBHOOK_JOB_DEFINITION_ID,
+    schema: EXECUTE_WEBHOOK_JOB_DEFINITION_SCHEMA,
+  },
+  handler: async ({ payload, io }) => {
+    const handler = await import('./execute-webhook.handler');
+
+    await handler.run({ payload, io });
+  },
+} as const satisfies JobDefinition<
+  typeof EXECUTE_WEBHOOK_JOB_DEFINITION_ID,
+  TExecuteWebhookJobDefinition
+>;
diff --git a/packages/lib/jobs/definitions/internal/seal-document.handler.ts b/packages/lib/jobs/definitions/internal/seal-document.handler.ts
index a6e7e692d..716d4737b 100644
--- a/packages/lib/jobs/definitions/internal/seal-document.handler.ts
+++ b/packages/lib/jobs/definitions/internal/seal-document.handler.ts
@@ -14,6 +14,7 @@ import { addRejectionStampToPdf } from '../../../server-only/pdf/add-rejection-s
 import { flattenAnnotations } from '../../../server-only/pdf/flatten-annotations';
 import { flattenForm } from '../../../server-only/pdf/flatten-form';
 import { insertFieldInPDF } from '../../../server-only/pdf/insert-field-in-pdf';
+import { legacy_insertFieldInPDF } from '../../../server-only/pdf/legacy-insert-field-in-pdf';
 import { normalizeSignatureAppearances } from '../../../server-only/pdf/normalize-signature-appearances';
 import { triggerWebhook } from '../../../server-only/webhooks/trigger/trigger-webhook';
 import { DOCUMENT_AUDIT_LOG_TYPE } from '../../../types/document-audit-logs';
@@ -167,7 +168,9 @@ export const run = async ({
 
     for (const field of fields) {
       if (field.inserted) {
-        await insertFieldInPDF(pdfDoc, field);
+        document.useLegacyFieldInsertion
+          ? await legacy_insertFieldInPDF(pdfDoc, field)
+          : await insertFieldInPDF(pdfDoc, field);
       }
     }
 
diff --git a/packages/lib/server-only/admin/get-signing-volume.ts b/packages/lib/server-only/admin/get-signing-volume.ts
index dbaa6307a..0d862c7d2 100644
--- a/packages/lib/server-only/admin/get-signing-volume.ts
+++ b/packages/lib/server-only/admin/get-signing-volume.ts
@@ -1,16 +1,7 @@
-import { DocumentStatus, SubscriptionStatus } from '@prisma/client';
+import { prisma } from '@documenso/prisma';
+import { DocumentStatus, SubscriptionStatus } from '@documenso/prisma/client';
 
-import { kyselyPrisma, sql } from '@documenso/prisma';
-
-export type SigningVolume = {
-  id: number;
-  name: string;
-  signingVolume: number;
-  createdAt: Date;
-  planId: string;
-};
-
-export type GetSigningVolumeOptions = {
+type GetSigningVolumeOptions = {
   search?: string;
   page?: number;
   perPage?: number;
@@ -18,83 +9,187 @@ export type GetSigningVolumeOptions = {
   sortOrder?: 'asc' | 'desc';
 };
 
-export async function getSigningVolume({
+export const getSigningVolume = async ({
   search = '',
   page = 1,
   perPage = 10,
   sortBy = 'signingVolume',
   sortOrder = 'desc',
-}: GetSigningVolumeOptions) {
-  const offset = Math.max(page - 1, 0) * perPage;
+}: GetSigningVolumeOptions) => {
+  const validPage = Math.max(1, page);
+  const validPerPage = Math.max(1, perPage);
+  const skip = (validPage - 1) * validPerPage;
 
-  let findQuery = kyselyPrisma.$kysely
-    .selectFrom('Subscription as s')
-    .leftJoin('User as u', 's.userId', 'u.id')
-    .leftJoin('Team as t', 's.teamId', 't.id')
-    .leftJoin('Document as ud', (join) =>
-      join
-        .onRef('u.id', '=', 'ud.userId')
-        .on('ud.status', '=', sql.lit(DocumentStatus.COMPLETED))
-        .on('ud.deletedAt', 'is', null)
-        .on('ud.teamId', 'is', null),
-    )
-    .leftJoin('Document as td', (join) =>
-      join
-        .onRef('t.id', '=', 'td.teamId')
-        .on('td.status', '=', sql.lit(DocumentStatus.COMPLETED))
-        .on('td.deletedAt', 'is', null),
-    )
-    .where(sql`s.status = ${SubscriptionStatus.ACTIVE}::"SubscriptionStatus"`)
-    .where((eb) =>
-      eb.or([
-        eb('u.name', 'ilike', `%${search}%`),
-        eb('u.email', 'ilike', `%${search}%`),
-        eb('t.name', 'ilike', `%${search}%`),
-      ]),
-    )
-    .select([
-      's.id as id',
-      's.createdAt as createdAt',
-      's.planId as planId',
-      sql<string>`COALESCE(u.name, t.name, u.email, 'Unknown')`.as('name'),
-      sql<number>`COUNT(DISTINCT ud.id) + COUNT(DISTINCT td.id)`.as('signingVolume'),
-    ])
-    .groupBy(['s.id', 'u.name', 't.name', 'u.email']);
+  const activeSubscriptions = await prisma.subscription.findMany({
+    where: {
+      status: SubscriptionStatus.ACTIVE,
+    },
+    select: {
+      id: true,
+      planId: true,
+      userId: true,
+      teamId: true,
+      createdAt: true,
+      user: {
+        select: {
+          id: true,
+          name: true,
+          email: true,
+          createdAt: true,
+        },
+      },
+      team: {
+        select: {
+          id: true,
+          name: true,
+          teamEmail: {
+            select: {
+              email: true,
+            },
+          },
+          createdAt: true,
+        },
+      },
+    },
+  });
 
-  switch (sortBy) {
-    case 'name':
-      findQuery = findQuery.orderBy('name', sortOrder);
-      break;
-    case 'createdAt':
-      findQuery = findQuery.orderBy('createdAt', sortOrder);
-      break;
-    case 'signingVolume':
-      findQuery = findQuery.orderBy('signingVolume', sortOrder);
-      break;
-    default:
-      findQuery = findQuery.orderBy('signingVolume', 'desc');
-  }
+  const userSubscriptionsMap = new Map();
+  const teamSubscriptionsMap = new Map();
 
-  findQuery = findQuery.limit(perPage).offset(offset);
+  activeSubscriptions.forEach((subscription) => {
+    const isTeam = !!subscription.teamId;
 
-  const countQuery = kyselyPrisma.$kysely
-    .selectFrom('Subscription as s')
-    .leftJoin('User as u', 's.userId', 'u.id')
-    .leftJoin('Team as t', 's.teamId', 't.id')
-    .where(sql`s.status = ${SubscriptionStatus.ACTIVE}::"SubscriptionStatus"`)
-    .where((eb) =>
-      eb.or([
-        eb('u.name', 'ilike', `%${search}%`),
-        eb('u.email', 'ilike', `%${search}%`),
-        eb('t.name', 'ilike', `%${search}%`),
-      ]),
-    )
-    .select(({ fn }) => [fn.countAll().as('count')]);
+    if (isTeam && subscription.teamId) {
+      if (!teamSubscriptionsMap.has(subscription.teamId)) {
+        teamSubscriptionsMap.set(subscription.teamId, {
+          id: subscription.id,
+          planId: subscription.planId,
+          teamId: subscription.teamId,
+          name: subscription.team?.name || '',
+          email: subscription.team?.teamEmail?.email || `Team ${subscription.team?.id}`,
+          createdAt: subscription.team?.createdAt,
+          isTeam: true,
+          subscriptionIds: [subscription.id],
+        });
+      } else {
+        const existingTeam = teamSubscriptionsMap.get(subscription.teamId);
+        existingTeam.subscriptionIds.push(subscription.id);
+      }
+    } else if (subscription.userId) {
+      if (!userSubscriptionsMap.has(subscription.userId)) {
+        userSubscriptionsMap.set(subscription.userId, {
+          id: subscription.id,
+          planId: subscription.planId,
+          userId: subscription.userId,
+          name: subscription.user?.name || '',
+          email: subscription.user?.email || '',
+          createdAt: subscription.user?.createdAt,
+          isTeam: false,
+          subscriptionIds: [subscription.id],
+        });
+      } else {
+        const existingUser = userSubscriptionsMap.get(subscription.userId);
+        existingUser.subscriptionIds.push(subscription.id);
+      }
+    }
+  });
 
-  const [results, [{ count }]] = await Promise.all([findQuery.execute(), countQuery.execute()]);
+  const subscriptions = [
+    ...Array.from(userSubscriptionsMap.values()),
+    ...Array.from(teamSubscriptionsMap.values()),
+  ];
+
+  const filteredSubscriptions = search
+    ? subscriptions.filter((sub) => {
+        const searchLower = search.toLowerCase();
+        return (
+          sub.name?.toLowerCase().includes(searchLower) ||
+          sub.email?.toLowerCase().includes(searchLower)
+        );
+      })
+    : subscriptions;
+
+  const signingVolume = await Promise.all(
+    filteredSubscriptions.map(async (subscription) => {
+      let signingVolume = 0;
+
+      if (subscription.userId && !subscription.isTeam) {
+        const personalCount = await prisma.document.count({
+          where: {
+            userId: subscription.userId,
+            status: DocumentStatus.COMPLETED,
+            teamId: null,
+          },
+        });
+
+        signingVolume += personalCount;
+
+        const userTeams = await prisma.teamMember.findMany({
+          where: {
+            userId: subscription.userId,
+          },
+          select: {
+            teamId: true,
+          },
+        });
+
+        if (userTeams.length > 0) {
+          const teamIds = userTeams.map((team) => team.teamId);
+          const teamCount = await prisma.document.count({
+            where: {
+              teamId: {
+                in: teamIds,
+              },
+              status: DocumentStatus.COMPLETED,
+            },
+          });
+
+          signingVolume += teamCount;
+        }
+      }
+
+      if (subscription.teamId) {
+        const teamCount = await prisma.document.count({
+          where: {
+            teamId: subscription.teamId,
+            status: DocumentStatus.COMPLETED,
+          },
+        });
+
+        signingVolume += teamCount;
+      }
+
+      return {
+        ...subscription,
+        signingVolume,
+      };
+    }),
+  );
+
+  const sortedResults = [...signingVolume].sort((a, b) => {
+    if (sortBy === 'name') {
+      return sortOrder === 'asc'
+        ? (a.name || '').localeCompare(b.name || '')
+        : (b.name || '').localeCompare(a.name || '');
+    }
+
+    if (sortBy === 'createdAt') {
+      const dateA = a.createdAt ? new Date(a.createdAt).getTime() : 0;
+      const dateB = b.createdAt ? new Date(b.createdAt).getTime() : 0;
+      return sortOrder === 'asc' ? dateA - dateB : dateB - dateA;
+    }
+
+    return sortOrder === 'asc'
+      ? a.signingVolume - b.signingVolume
+      : b.signingVolume - a.signingVolume;
+  });
+
+  const paginatedResults = sortedResults.slice(skip, skip + validPerPage);
+
+  const totalPages = Math.ceil(sortedResults.length / validPerPage);
 
   return {
-    leaderboard: results,
-    totalPages: Math.ceil(Number(count) / perPage),
+    leaderboard: paginatedResults,
+    totalPages,
   };
-}
+};
diff --git a/packages/lib/server-only/document/seal-document.ts b/packages/lib/server-only/document/seal-document.ts
index 2f328a40f..507f6ec19 100644
--- a/packages/lib/server-only/document/seal-document.ts
+++ b/packages/lib/server-only/document/seal-document.ts
@@ -22,6 +22,7 @@ import { addRejectionStampToPdf } from '../pdf/add-rejection-stamp-to-pdf';
 import { flattenAnnotations } from '../pdf/flatten-annotations';
 import { flattenForm } from '../pdf/flatten-form';
 import { insertFieldInPDF } from '../pdf/insert-field-in-pdf';
+import { legacy_insertFieldInPDF } from '../pdf/legacy-insert-field-in-pdf';
 import { normalizeSignatureAppearances } from '../pdf/normalize-signature-appearances';
 import { triggerWebhook } from '../webhooks/trigger/trigger-webhook';
 import { sendCompletedEmail } from './send-completed-email';
@@ -146,7 +147,9 @@ export const sealDocument = async ({
   }
 
   for (const field of fields) {
-    await insertFieldInPDF(doc, field);
+    document.useLegacyFieldInsertion
+      ? await legacy_insertFieldInPDF(doc, field)
+      : await insertFieldInPDF(doc, field);
   }
 
   // Re-flatten post-insertion to handle fields that create arcoFields
diff --git a/packages/lib/server-only/document/update-document.ts b/packages/lib/server-only/document/update-document.ts
index 371f6bb9a..f93661583 100644
--- a/packages/lib/server-only/document/update-document.ts
+++ b/packages/lib/server-only/document/update-document.ts
@@ -23,6 +23,7 @@ export type UpdateDocumentOptions = {
     visibility?: DocumentVisibility | null;
     globalAccessAuth?: TDocumentAccessAuthTypes | null;
     globalActionAuth?: TDocumentActionAuthTypes | null;
+    useLegacyFieldInsertion?: boolean;
   };
   requestMetadata: ApiRequestMetadata;
 };
@@ -118,6 +119,7 @@ export const updateDocument = async ({
 
   // If no data just return the document since this function is normally chained after a meta update.
   if (!data || Object.values(data).length === 0) {
+    console.log('no data');
     return document;
   }
 
@@ -236,7 +238,7 @@ export const updateDocument = async ({
   }
 
   // Early return if nothing is required.
-  if (auditLogs.length === 0) {
+  if (auditLogs.length === 0 && data.useLegacyFieldInsertion === undefined) {
     return document;
   }
 
@@ -254,6 +256,7 @@ export const updateDocument = async ({
         title: data.title,
         externalId: data.externalId,
         visibility: data.visibility as DocumentVisibility,
+        useLegacyFieldInsertion: data.useLegacyFieldInsertion,
         authOptions,
       },
     });
diff --git a/packages/lib/server-only/pdf/insert-field-in-pdf.ts b/packages/lib/server-only/pdf/insert-field-in-pdf.ts
index 403c42559..8db5abcfe 100644
--- a/packages/lib/server-only/pdf/insert-field-in-pdf.ts
+++ b/packages/lib/server-only/pdf/insert-field-in-pdf.ts
@@ -1,8 +1,8 @@
 // https://github.com/Hopding/pdf-lib/issues/20#issuecomment-412852821
 import fontkit from '@pdf-lib/fontkit';
 import { FieldType } from '@prisma/client';
-import type { PDFDocument } from 'pdf-lib';
-import { RotationTypes, degrees, radiansToDegrees, rgb } from 'pdf-lib';
+import type { PDFDocument, PDFFont } from 'pdf-lib';
+import { RotationTypes, TextAlignment, degrees, radiansToDegrees, rgb } from 'pdf-lib';
 import { P, match } from 'ts-pattern';
 
 import {
@@ -34,6 +34,13 @@ export const insertFieldInPDF = async (pdf: PDFDocument, field: FieldWithSignatu
   ]);
 
   const isSignatureField = isSignatureFieldType(field.type);
+
+  /**
+   * Red box is the original field width, height and position.
+   *
+   * Blue box is the adjusted field width, height and position. It will represent
+   * where the text will overflow into.
+   */
   const isDebugMode =
     // eslint-disable-next-line turbo/no-undeclared-env-vars
     process.env.DEBUG_PDF_INSERT === '1' || process.env.DEBUG_PDF_INSERT === 'true';
@@ -227,8 +234,13 @@ export const insertFieldInPDF = async (pdf: PDFDocument, field: FieldWithSignatu
 
       const selected: string[] = fromCheckboxValue(field.customText);
 
+      const topPadding = 12;
+      const leftCheckboxPadding = 8;
+      const leftCheckboxLabelPadding = 12;
+      const checkboxSpaceY = 13;
+
       for (const [index, item] of (values ?? []).entries()) {
-        const offsetY = index * 16;
+        const offsetY = index * checkboxSpaceY + topPadding;
 
         const checkbox = pdf.getForm().createCheckBox(`checkbox.${field.secondaryId}.${index}`);
 
@@ -237,7 +249,7 @@ export const insertFieldInPDF = async (pdf: PDFDocument, field: FieldWithSignatu
         }
 
         page.drawText(item.value.includes('empty-value-') ? '' : item.value, {
-          x: fieldX + 16,
+          x: fieldX + leftCheckboxPadding + leftCheckboxLabelPadding,
           y: pageHeight - (fieldY + offsetY),
           size: 12,
           font,
@@ -245,7 +257,7 @@ export const insertFieldInPDF = async (pdf: PDFDocument, field: FieldWithSignatu
         });
 
         checkbox.addToPage(page, {
-          x: fieldX,
+          x: fieldX + leftCheckboxPadding,
           y: pageHeight - (fieldY + offsetY),
           height: 8,
           width: 8,
@@ -268,21 +280,28 @@ export const insertFieldInPDF = async (pdf: PDFDocument, field: FieldWithSignatu
 
       const selected = field.customText.split(',');
 
+      const topPadding = 12;
+      const leftRadioPadding = 8;
+      const leftRadioLabelPadding = 12;
+      const radioSpaceY = 13;
+
       for (const [index, item] of (values ?? []).entries()) {
-        const offsetY = index * 16;
+        const offsetY = index * radioSpaceY + topPadding;
 
         const radio = pdf.getForm().createRadioGroup(`radio.${field.secondaryId}.${index}`);
 
+        // Draw label.
         page.drawText(item.value.includes('empty-value-') ? '' : item.value, {
-          x: fieldX + 16,
+          x: fieldX + leftRadioPadding + leftRadioLabelPadding,
           y: pageHeight - (fieldY + offsetY),
           size: 12,
           font,
           rotate: degrees(pageRotationInDegrees),
         });
 
+        // Draw radio button.
         radio.addOptionToPage(item.value, page, {
-          x: fieldX,
+          x: fieldX + leftRadioPadding,
           y: pageHeight - (fieldY + offsetY),
           height: 8,
           width: 8,
@@ -304,62 +323,144 @@ export const insertFieldInPDF = async (pdf: PDFDocument, field: FieldWithSignatu
       } as const;
 
       // eslint-disable-next-line @typescript-eslint/consistent-type-assertions
-      const Parser = fieldMetaParsers[field.type as keyof typeof fieldMetaParsers];
-      const meta = Parser ? Parser.safeParse(field.fieldMeta) : null;
+      const fieldMetaParser = fieldMetaParsers[field.type as keyof typeof fieldMetaParsers];
+      const meta = fieldMetaParser ? fieldMetaParser.safeParse(field.fieldMeta) : null;
 
       const customFontSize = meta?.success && meta.data.fontSize ? meta.data.fontSize : null;
-      const textAlign = meta?.success && meta.data.textAlign ? meta.data.textAlign : 'center';
-      const longestLineInTextForWidth = field.customText
-        .split('\n')
-        .sort((a, b) => b.length - a.length)[0];
+      const textAlign = meta?.success && meta.data.textAlign ? meta.data.textAlign : 'left';
 
       let fontSize = customFontSize || maxFontSize;
-      let textWidth = font.widthOfTextAtSize(longestLineInTextForWidth, fontSize);
+      const textWidth = font.widthOfTextAtSize(field.customText, fontSize);
       const textHeight = font.heightAtSize(fontSize);
 
+      // Scale font only if no custom font and height exceeds field height.
       if (!customFontSize) {
-        const scalingFactor = Math.min(fieldWidth / textWidth, fieldHeight / textHeight, 1);
+        const scalingFactor = Math.min(fieldHeight / textHeight, 1);
         fontSize = Math.max(Math.min(fontSize * scalingFactor, maxFontSize), minFontSize);
       }
 
-      textWidth = font.widthOfTextAtSize(longestLineInTextForWidth, fontSize);
+      /**
+       * Calculate whether the field should be multiline.
+       *
+       * - True = text will overflow downwards.
+       * - False = text will overflow sideways.
+       */
+      const isMultiline =
+        field.type === FieldType.TEXT &&
+        (textWidth > fieldWidth || field.customText.includes('\n'));
 
       // Add padding similar to web display (roughly 0.5rem equivalent in PDF units)
-      const padding = 8; // PDF points, roughly equivalent to 0.5rem
+      const padding = 8;
 
-      // Calculate X position based on text alignment with padding
-      let textX = fieldX + padding; // Left alignment starts after padding
-      if (textAlign === 'center') {
-        textX = fieldX + (fieldWidth - textWidth) / 2; // Center alignment ignores padding
-      } else if (textAlign === 'right') {
-        textX = fieldX + fieldWidth - textWidth - padding; // Right alignment respects right padding
-      }
-
-      let textY = fieldY + (fieldHeight - textHeight) / 2;
+      const textAlignmentOptions = getTextAlignmentOptions(textAlign, fieldX, isMultiline, padding);
 
       // Invert the Y axis since PDFs use a bottom-left coordinate system
-      textY = pageHeight - textY - textHeight;
+      let textFieldBoxY = pageHeight - fieldY - fieldHeight;
+      const textFieldBoxX = textAlignmentOptions.xPos;
+
+      const textField = pdf.getForm().createTextField(`text.${field.secondaryId}`);
+      textField.setAlignment(textAlignmentOptions.textAlignment);
+
+      /**
+       * From now on we will adjust the field size and position so the text
+       * overflows correctly in the X or Y axis depending on the field type.
+       */
+      let adjustedFieldWidth = fieldWidth - padding * 2; //
+      let adjustedFieldHeight = fieldHeight;
+      let adjustedFieldX = textFieldBoxX;
+      let adjustedFieldY = textFieldBoxY;
+
+      let textToInsert = field.customText;
+
+      // The padding to use when fields go off the page.
+      const pagePadding = 4;
+
+      // Handle multiline text, which will overflow on the Y axis.
+      if (isMultiline) {
+        textToInsert = breakLongString(textToInsert, adjustedFieldWidth, font, fontSize);
+
+        textField.enableMultiline();
+        textField.disableCombing();
+        textField.disableScrolling();
+
+        // Adjust the textFieldBox so it extends to the bottom of the page so text can wrap.
+        textFieldBoxY = pageHeight - fieldY - fieldHeight;
+
+        // Calculate how much PX from the current field to bottom of the page.
+        const fieldYOffset = pageHeight - (fieldY + fieldHeight) - pagePadding;
+
+        // Field height will be from current to bottom of page.
+        adjustedFieldHeight = fieldHeight + fieldYOffset;
+
+        // Need to move the field Y so it offsets the new field height.
+        adjustedFieldY = adjustedFieldY - fieldYOffset;
+      }
+
+      // Handle non-multiline text, which will overflow on the X axis.
+      if (!isMultiline) {
+        // Left align will extend all the way to the right of the page
+        if (textAlignmentOptions.textAlignment === TextAlignment.Left) {
+          adjustedFieldWidth = pageWidth - textFieldBoxX - pagePadding;
+        }
+
+        // Right align will extend all the way to the left of the page.
+        if (textAlignmentOptions.textAlignment === TextAlignment.Right) {
+          adjustedFieldWidth = textFieldBoxX + fieldWidth - pagePadding;
+          adjustedFieldX = adjustedFieldX - adjustedFieldWidth + fieldWidth;
+        }
+
+        // Center align will extend to the closest page edge, then use that * 2 as the width.
+        if (textAlignmentOptions.textAlignment === TextAlignment.Center) {
+          const fieldMidpoint = textFieldBoxX + fieldWidth / 2;
+
+          const isCloserToLeftEdge = fieldMidpoint < pageWidth / 2;
+
+          // If field is closer to left edge, the width must be based of the left.
+          if (isCloserToLeftEdge) {
+            adjustedFieldWidth = (textFieldBoxX - pagePadding) * 2 + fieldWidth;
+            adjustedFieldX = pagePadding;
+          }
+
+          // If field is closer to right edge, the width must be based of the right
+          if (!isCloserToLeftEdge) {
+            adjustedFieldWidth = (pageWidth - textFieldBoxX - pagePadding - fieldWidth / 2) * 2;
+            adjustedFieldX = pageWidth - adjustedFieldWidth - pagePadding;
+          }
+        }
+      }
 
       if (pageRotationInDegrees !== 0) {
         const adjustedPosition = adjustPositionForRotation(
           pageWidth,
           pageHeight,
-          textX,
-          textY,
+          adjustedFieldX,
+          adjustedFieldY,
           pageRotationInDegrees,
         );
 
-        textX = adjustedPosition.xPos;
-        textY = adjustedPosition.yPos;
+        adjustedFieldX = adjustedPosition.xPos;
+        adjustedFieldY = adjustedPosition.yPos;
       }
 
-      page.drawText(field.customText, {
-        x: textX,
-        y: textY,
-        size: fontSize,
-        font,
+      // Set the position and size of the text field
+      textField.addToPage(page, {
+        x: adjustedFieldX,
+        y: adjustedFieldY,
+        width: adjustedFieldWidth,
+        height: adjustedFieldHeight,
         rotate: degrees(pageRotationInDegrees),
+
+        // Hide borders.
+        borderWidth: 0,
+        borderColor: undefined,
+        backgroundColor: undefined,
+
+        ...(isDebugMode ? { borderWidth: 1, borderColor: rgb(0, 0, 1) } : {}),
       });
+
+      // Set properties for the text field
+      textField.setFontSize(fontSize);
+      textField.setText(textToInsert);
     });
 
   return pdf;
@@ -393,3 +494,138 @@ const adjustPositionForRotation = (
     yPos,
   };
 };
+
+const textAlignmentMap = {
+  left: TextAlignment.Left,
+  center: TextAlignment.Center,
+  right: TextAlignment.Right,
+} as const;
+
+/**
+ * Get the PDF-lib alignment position, and the X position of the field with padding included.
+ *
+ * @param textAlign - The text alignment of the field.
+ * @param fieldX - The X position of the field.
+ * @param isMultiline - Whether the field is multiline.
+ * @param padding - The padding of the field. Defaults to 8.
+ *
+ * @returns The X position and text alignment for the field.
+ */
+const getTextAlignmentOptions = (
+  textAlign: 'left' | 'center' | 'right',
+  fieldX: number,
+  isMultiline: boolean,
+  padding: number = 8,
+) => {
+  const textAlignment = textAlignmentMap[textAlign];
+
+  // For multiline, it needs to be centered so we just basic left padding.
+  if (isMultiline) {
+    return {
+      xPos: fieldX + padding,
+      textAlignment,
+    };
+  }
+
+  return match(textAlign)
+    .with('left', () => ({
+      xPos: fieldX + padding,
+      textAlignment,
+    }))
+    .with('center', () => ({
+      xPos: fieldX,
+      textAlignment,
+    }))
+    .with('right', () => ({
+      xPos: fieldX - padding,
+      textAlignment,
+    }))
+    .exhaustive();
+};
+
+/**
+ * Break a long string into multiple lines so it fits within a given width,
+ * using natural word breaking similar to word processors.
+ *
+ * - Keeps words together when possible
+ * - Only breaks words when they're too long to fit on a line
+ * - Handles whitespace intelligently
+ *
+ * @param text - The text to break into lines
+ * @param maxWidth - The maximum width of each line in PX
+ * @param font - The PDF font object
+ * @param fontSize - The font size in points
+ * @returns Object containing the result string and line count
+ */
+function breakLongString(text: string, maxWidth: number, font: PDFFont, fontSize: number): string {
+  // Handle empty text
+  if (!text) {
+    return '';
+  }
+
+  const lines: string[] = [];
+
+  // Process each original line separately to preserve newlines
+  for (const paragraph of text.split('\n')) {
+    // If paragraph fits on one line or is empty, add it as-is
+    if (paragraph === '' || font.widthOfTextAtSize(paragraph, fontSize) <= maxWidth) {
+      lines.push(paragraph);
+      continue;
+    }
+
+    // Split paragraph into words
+    const words = paragraph.split(' ');
+    let currentLine = '';
+
+    for (const word of words) {
+      // Check if adding word to current line would exceed max width
+      const lineWithWord = currentLine.length === 0 ? word : `${currentLine} ${word}`;
+
+      if (font.widthOfTextAtSize(lineWithWord, fontSize) <= maxWidth) {
+        // Word fits, add it to current line
+        currentLine = lineWithWord;
+      } else {
+        // Word doesn't fit on current line
+
+        // First, save current line if it's not empty
+        if (currentLine.length > 0) {
+          lines.push(currentLine);
+          currentLine = '';
+        }
+
+        // Check if word fits on a line by itself
+        if (font.widthOfTextAtSize(word, fontSize) <= maxWidth) {
+          // Word fits on its own line
+          currentLine = word;
+        } else {
+          // Word is too long, need to break it character by character
+          let charLine = '';
+
+          // Process each character in the word
+          for (const char of word) {
+            const nextCharLine = charLine + char;
+
+            if (font.widthOfTextAtSize(nextCharLine, fontSize) <= maxWidth) {
+              // Character fits, add it
+              charLine = nextCharLine;
+            } else {
+              // Character doesn't fit, push current charLine and start a new one
+              lines.push(charLine);
+              charLine = char;
+            }
+          }
+
+          // Add any remaining characters as the current line
+          currentLine = charLine;
+        }
+      }
+    }
+
+    // Add the last line if not empty
+    if (currentLine.length > 0) {
+      lines.push(currentLine);
+    }
+  }
+
+  return lines.join('\n');
+}
diff --git a/packages/lib/server-only/pdf/legacy-insert-field-in-pdf.ts b/packages/lib/server-only/pdf/legacy-insert-field-in-pdf.ts
new file mode 100644
index 000000000..ba351092c
--- /dev/null
+++ b/packages/lib/server-only/pdf/legacy-insert-field-in-pdf.ts
@@ -0,0 +1,395 @@
+// https://github.com/Hopding/pdf-lib/issues/20#issuecomment-412852821
+import fontkit from '@pdf-lib/fontkit';
+import { FieldType } from '@prisma/client';
+import type { PDFDocument } from 'pdf-lib';
+import { RotationTypes, degrees, radiansToDegrees, rgb } from 'pdf-lib';
+import { P, match } from 'ts-pattern';
+
+import {
+  DEFAULT_HANDWRITING_FONT_SIZE,
+  DEFAULT_STANDARD_FONT_SIZE,
+  MIN_HANDWRITING_FONT_SIZE,
+  MIN_STANDARD_FONT_SIZE,
+} from '@documenso/lib/constants/pdf';
+import { fromCheckboxValue } from '@documenso/lib/universal/field-checkbox';
+import { isSignatureFieldType } from '@documenso/prisma/guards/is-signature-field';
+import type { FieldWithSignature } from '@documenso/prisma/types/field-with-signature';
+
+import { NEXT_PUBLIC_WEBAPP_URL } from '../../constants/app';
+import {
+  ZCheckboxFieldMeta,
+  ZDateFieldMeta,
+  ZEmailFieldMeta,
+  ZInitialsFieldMeta,
+  ZNameFieldMeta,
+  ZNumberFieldMeta,
+  ZRadioFieldMeta,
+  ZTextFieldMeta,
+} from '../../types/field-meta';
+
+export const legacy_insertFieldInPDF = async (pdf: PDFDocument, field: FieldWithSignature) => {
+  const [fontCaveat, fontNoto] = await Promise.all([
+    fetch(`${NEXT_PUBLIC_WEBAPP_URL()}/fonts/caveat.ttf`).then(async (res) => res.arrayBuffer()),
+    fetch(`${NEXT_PUBLIC_WEBAPP_URL()}/fonts/noto-sans.ttf`).then(async (res) => res.arrayBuffer()),
+  ]);
+
+  const isSignatureField = isSignatureFieldType(field.type);
+  const isDebugMode =
+    // eslint-disable-next-line turbo/no-undeclared-env-vars
+    process.env.DEBUG_PDF_INSERT === '1' || process.env.DEBUG_PDF_INSERT === 'true';
+
+  pdf.registerFontkit(fontkit);
+
+  const pages = pdf.getPages();
+
+  const minFontSize = isSignatureField ? MIN_HANDWRITING_FONT_SIZE : MIN_STANDARD_FONT_SIZE;
+  const maxFontSize = isSignatureField ? DEFAULT_HANDWRITING_FONT_SIZE : DEFAULT_STANDARD_FONT_SIZE;
+
+  const page = pages.at(field.page - 1);
+
+  if (!page) {
+    throw new Error(`Page ${field.page} does not exist`);
+  }
+
+  const pageRotation = page.getRotation();
+
+  let pageRotationInDegrees = match(pageRotation.type)
+    .with(RotationTypes.Degrees, () => pageRotation.angle)
+    .with(RotationTypes.Radians, () => radiansToDegrees(pageRotation.angle))
+    .exhaustive();
+
+  // Round to the closest multiple of 90 degrees.
+  pageRotationInDegrees = Math.round(pageRotationInDegrees / 90) * 90;
+
+  const isPageRotatedToLandscape = pageRotationInDegrees === 90 || pageRotationInDegrees === 270;
+
+  let { width: pageWidth, height: pageHeight } = page.getSize();
+
+  // PDFs can have pages that are rotated, which are correctly rendered in the frontend.
+  // However when we load the PDF in the backend, the rotation is applied.
+  //
+  // To account for this, we swap the width and height for pages that are rotated by 90/270
+  // degrees. This is so we can calculate the virtual position the field was placed if it
+  // was correctly oriented in the frontend.
+  //
+  // Then when we insert the fields, we apply a transformation to the position of the field
+  // so it is rotated correctly.
+  if (isPageRotatedToLandscape) {
+    [pageWidth, pageHeight] = [pageHeight, pageWidth];
+  }
+
+  const fieldWidth = pageWidth * (Number(field.width) / 100);
+  const fieldHeight = pageHeight * (Number(field.height) / 100);
+
+  const fieldX = pageWidth * (Number(field.positionX) / 100);
+  const fieldY = pageHeight * (Number(field.positionY) / 100);
+
+  // Draw debug box if debug mode is enabled
+  if (isDebugMode) {
+    let debugX = fieldX;
+    let debugY = pageHeight - fieldY - fieldHeight; // Invert Y for PDF coordinates
+
+    if (pageRotationInDegrees !== 0) {
+      const adjustedPosition = adjustPositionForRotation(
+        pageWidth,
+        pageHeight,
+        debugX,
+        debugY,
+        pageRotationInDegrees,
+      );
+
+      debugX = adjustedPosition.xPos;
+      debugY = adjustedPosition.yPos;
+    }
+
+    page.drawRectangle({
+      x: debugX,
+      y: debugY,
+      width: fieldWidth,
+      height: fieldHeight,
+      borderColor: rgb(1, 0, 0), // Red
+      borderWidth: 1,
+      rotate: degrees(pageRotationInDegrees),
+    });
+  }
+
+  const font = await pdf.embedFont(
+    isSignatureField ? fontCaveat : fontNoto,
+    isSignatureField ? { features: { calt: false } } : undefined,
+  );
+
+  if (field.type === FieldType.SIGNATURE || field.type === FieldType.FREE_SIGNATURE) {
+    await pdf.embedFont(fontCaveat);
+  }
+
+  await match(field)
+    .with(
+      {
+        type: P.union(FieldType.SIGNATURE, FieldType.FREE_SIGNATURE),
+      },
+      async (field) => {
+        if (field.signature?.signatureImageAsBase64) {
+          const image = await pdf.embedPng(field.signature?.signatureImageAsBase64 ?? '');
+
+          let imageWidth = image.width;
+          let imageHeight = image.height;
+
+          const scalingFactor = Math.min(fieldWidth / imageWidth, fieldHeight / imageHeight, 1);
+
+          imageWidth = imageWidth * scalingFactor;
+          imageHeight = imageHeight * scalingFactor;
+
+          let imageX = fieldX + (fieldWidth - imageWidth) / 2;
+          let imageY = fieldY + (fieldHeight - imageHeight) / 2;
+
+          // Invert the Y axis since PDFs use a bottom-left coordinate system
+          imageY = pageHeight - imageY - imageHeight;
+
+          if (pageRotationInDegrees !== 0) {
+            const adjustedPosition = adjustPositionForRotation(
+              pageWidth,
+              pageHeight,
+              imageX,
+              imageY,
+              pageRotationInDegrees,
+            );
+
+            imageX = adjustedPosition.xPos;
+            imageY = adjustedPosition.yPos;
+          }
+
+          page.drawImage(image, {
+            x: imageX,
+            y: imageY,
+            width: imageWidth,
+            height: imageHeight,
+            rotate: degrees(pageRotationInDegrees),
+          });
+        } else {
+          const signatureText = field.signature?.typedSignature ?? '';
+
+          const longestLineInTextForWidth = signatureText
+            .split('\n')
+            .sort((a, b) => b.length - a.length)[0];
+
+          let fontSize = maxFontSize;
+          let textWidth = font.widthOfTextAtSize(longestLineInTextForWidth, fontSize);
+          let textHeight = font.heightAtSize(fontSize);
+
+          const scalingFactor = Math.min(fieldWidth / textWidth, fieldHeight / textHeight, 1);
+          fontSize = Math.max(Math.min(fontSize * scalingFactor, maxFontSize), minFontSize);
+
+          textWidth = font.widthOfTextAtSize(longestLineInTextForWidth, fontSize);
+          textHeight = font.heightAtSize(fontSize);
+
+          let textX = fieldX + (fieldWidth - textWidth) / 2;
+          let textY = fieldY + (fieldHeight - textHeight) / 2;
+
+          // Invert the Y axis since PDFs use a bottom-left coordinate system
+          textY = pageHeight - textY - textHeight;
+
+          if (pageRotationInDegrees !== 0) {
+            const adjustedPosition = adjustPositionForRotation(
+              pageWidth,
+              pageHeight,
+              textX,
+              textY,
+              pageRotationInDegrees,
+            );
+
+            textX = adjustedPosition.xPos;
+            textY = adjustedPosition.yPos;
+          }
+
+          page.drawText(signatureText, {
+            x: textX,
+            y: textY,
+            size: fontSize,
+            font,
+            rotate: degrees(pageRotationInDegrees),
+          });
+        }
+      },
+    )
+    .with({ type: FieldType.CHECKBOX }, (field) => {
+      const meta = ZCheckboxFieldMeta.safeParse(field.fieldMeta);
+
+      if (!meta.success) {
+        console.error(meta.error);
+
+        throw new Error('Invalid checkbox field meta');
+      }
+
+      const values = meta.data.values?.map((item) => ({
+        ...item,
+        value: item.value.length > 0 ? item.value : `empty-value-${item.id}`,
+      }));
+
+      const selected: string[] = fromCheckboxValue(field.customText);
+
+      for (const [index, item] of (values ?? []).entries()) {
+        const offsetY = index * 16;
+
+        const checkbox = pdf.getForm().createCheckBox(`checkbox.${field.secondaryId}.${index}`);
+
+        if (selected.includes(item.value)) {
+          checkbox.check();
+        }
+
+        page.drawText(item.value.includes('empty-value-') ? '' : item.value, {
+          x: fieldX + 16,
+          y: pageHeight - (fieldY + offsetY),
+          size: 12,
+          font,
+          rotate: degrees(pageRotationInDegrees),
+        });
+
+        checkbox.addToPage(page, {
+          x: fieldX,
+          y: pageHeight - (fieldY + offsetY),
+          height: 8,
+          width: 8,
+        });
+      }
+    })
+    .with({ type: FieldType.RADIO }, (field) => {
+      const meta = ZRadioFieldMeta.safeParse(field.fieldMeta);
+
+      if (!meta.success) {
+        console.error(meta.error);
+
+        throw new Error('Invalid radio field meta');
+      }
+
+      const values = meta?.data.values?.map((item) => ({
+        ...item,
+        value: item.value.length > 0 ? item.value : `empty-value-${item.id}`,
+      }));
+
+      const selected = field.customText.split(',');
+
+      for (const [index, item] of (values ?? []).entries()) {
+        const offsetY = index * 16;
+
+        const radio = pdf.getForm().createRadioGroup(`radio.${field.secondaryId}.${index}`);
+
+        page.drawText(item.value.includes('empty-value-') ? '' : item.value, {
+          x: fieldX + 16,
+          y: pageHeight - (fieldY + offsetY),
+          size: 12,
+          font,
+          rotate: degrees(pageRotationInDegrees),
+        });
+
+        radio.addOptionToPage(item.value, page, {
+          x: fieldX,
+          y: pageHeight - (fieldY + offsetY),
+          height: 8,
+          width: 8,
+        });
+
+        if (selected.includes(item.value)) {
+          radio.select(item.value);
+        }
+      }
+    })
+    .otherwise((field) => {
+      const fieldMetaParsers = {
+        [FieldType.TEXT]: ZTextFieldMeta,
+        [FieldType.NUMBER]: ZNumberFieldMeta,
+        [FieldType.DATE]: ZDateFieldMeta,
+        [FieldType.EMAIL]: ZEmailFieldMeta,
+        [FieldType.NAME]: ZNameFieldMeta,
+        [FieldType.INITIALS]: ZInitialsFieldMeta,
+      } as const;
+
+      // eslint-disable-next-line @typescript-eslint/consistent-type-assertions
+      const Parser = fieldMetaParsers[field.type as keyof typeof fieldMetaParsers];
+      const meta = Parser ? Parser.safeParse(field.fieldMeta) : null;
+
+      const customFontSize = meta?.success && meta.data.fontSize ? meta.data.fontSize : null;
+      const textAlign = meta?.success && meta.data.textAlign ? meta.data.textAlign : 'center';
+      const longestLineInTextForWidth = field.customText
+        .split('\n')
+        .sort((a, b) => b.length - a.length)[0];
+
+      let fontSize = customFontSize || maxFontSize;
+      let textWidth = font.widthOfTextAtSize(longestLineInTextForWidth, fontSize);
+      const textHeight = font.heightAtSize(fontSize);
+
+      if (!customFontSize) {
+        const scalingFactor = Math.min(fieldWidth / textWidth, fieldHeight / textHeight, 1);
+        fontSize = Math.max(Math.min(fontSize * scalingFactor, maxFontSize), minFontSize);
+      }
+
+      textWidth = font.widthOfTextAtSize(longestLineInTextForWidth, fontSize);
+
+      // Add padding similar to web display (roughly 0.5rem equivalent in PDF units)
+      const padding = 8; // PDF points, roughly equivalent to 0.5rem
+
+      // Calculate X position based on text alignment with padding
+      let textX = fieldX + padding; // Left alignment starts after padding
+      if (textAlign === 'center') {
+        textX = fieldX + (fieldWidth - textWidth) / 2; // Center alignment ignores padding
+      } else if (textAlign === 'right') {
+        textX = fieldX + fieldWidth - textWidth - padding; // Right alignment respects right padding
+      }
+
+      let textY = fieldY + (fieldHeight - textHeight) / 2;
+
+      // Invert the Y axis since PDFs use a bottom-left coordinate system
+      textY = pageHeight - textY - textHeight;
+
+      if (pageRotationInDegrees !== 0) {
+        const adjustedPosition = adjustPositionForRotation(
+          pageWidth,
+          pageHeight,
+          textX,
+          textY,
+          pageRotationInDegrees,
+        );
+
+        textX = adjustedPosition.xPos;
+        textY = adjustedPosition.yPos;
+      }
+
+      page.drawText(field.customText, {
+        x: textX,
+        y: textY,
+        size: fontSize,
+        font,
+        rotate: degrees(pageRotationInDegrees),
+      });
+    });
+
+  return pdf;
+};
+
+const adjustPositionForRotation = (
+  pageWidth: number,
+  pageHeight: number,
+  xPos: number,
+  yPos: number,
+  pageRotationInDegrees: number,
+) => {
+  if (pageRotationInDegrees === 270) {
+    xPos = pageWidth - xPos;
+    [xPos, yPos] = [yPos, xPos];
+  }
+
+  if (pageRotationInDegrees === 90) {
+    yPos = pageHeight - yPos;
+    [xPos, yPos] = [yPos, xPos];
+  }
+
+  // Invert all the positions since it's rotated by 180 degrees.
+  if (pageRotationInDegrees === 180) {
+    xPos = pageWidth - xPos;
+    yPos = pageHeight - yPos;
+  }
+
+  return {
+    xPos,
+    yPos,
+  };
+};
diff --git a/packages/lib/server-only/template/create-document-from-template-legacy.ts b/packages/lib/server-only/template/create-document-from-template-legacy.ts
index 7c3b843e7..ea1659a1d 100644
--- a/packages/lib/server-only/template/create-document-from-template-legacy.ts
+++ b/packages/lib/server-only/template/create-document-from-template-legacy.ts
@@ -77,6 +77,7 @@ export const createDocumentFromTemplateLegacy = async ({
       title: template.title,
       visibility: template.team?.teamGlobalSettings?.documentVisibility,
       documentDataId: documentData.id,
+      useLegacyFieldInsertion: template.useLegacyFieldInsertion ?? false,
       recipients: {
         create: template.recipients.map((recipient) => ({
           email: recipient.email,
diff --git a/packages/lib/server-only/template/create-document-from-template.ts b/packages/lib/server-only/template/create-document-from-template.ts
index 07300d184..b17a36835 100644
--- a/packages/lib/server-only/template/create-document-from-template.ts
+++ b/packages/lib/server-only/template/create-document-from-template.ts
@@ -384,6 +384,7 @@ export const createDocumentFromTemplate = async ({
           globalActionAuth: templateAuthOptions.globalActionAuth,
         }),
         visibility: template.visibility || template.team?.teamGlobalSettings?.documentVisibility,
+        useLegacyFieldInsertion: template.useLegacyFieldInsertion ?? false,
         documentMeta: {
           create: {
             subject: override?.subject || template.templateMeta?.subject,
diff --git a/packages/lib/server-only/template/update-template.ts b/packages/lib/server-only/template/update-template.ts
index 6bf41f7b2..dee71d678 100644
--- a/packages/lib/server-only/template/update-template.ts
+++ b/packages/lib/server-only/template/update-template.ts
@@ -20,6 +20,7 @@ export type UpdateTemplateOptions = {
     publicTitle?: string;
     publicDescription?: string;
     type?: Template['type'];
+    useLegacyFieldInsertion?: boolean;
   };
   meta?: Partial<Omit<TemplateMeta, 'id' | 'templateId'>>;
 };
@@ -102,6 +103,7 @@ export const updateTemplate = async ({
       visibility: data?.visibility,
       publicDescription: data?.publicDescription,
       publicTitle: data?.publicTitle,
+      useLegacyFieldInsertion: data?.useLegacyFieldInsertion,
       authOptions,
       templateMeta: {
         upsert: {
diff --git a/packages/lib/server-only/webhooks/trigger/execute-webhook.ts b/packages/lib/server-only/webhooks/trigger/execute-webhook.ts
deleted file mode 100644
index df94d9f1a..000000000
--- a/packages/lib/server-only/webhooks/trigger/execute-webhook.ts
+++ /dev/null
@@ -1,54 +0,0 @@
-import { Prisma, type Webhook, WebhookCallStatus, type WebhookTriggerEvents } from '@prisma/client';
-
-import { prisma } from '@documenso/prisma';
-
-export type ExecuteWebhookOptions = {
-  event: WebhookTriggerEvents;
-  webhook: Webhook;
-  data: unknown;
-};
-
-export const executeWebhook = async ({ event, webhook, data }: ExecuteWebhookOptions) => {
-  const { webhookUrl: url, secret } = webhook;
-
-  console.log('Executing webhook', { event, url });
-
-  const payload = {
-    event,
-    payload: data,
-    createdAt: new Date().toISOString(),
-    webhookEndpoint: url,
-  };
-
-  const response = await fetch(url, {
-    method: 'POST',
-    body: JSON.stringify(payload),
-    headers: {
-      'Content-Type': 'application/json',
-      'X-Documenso-Secret': secret ?? '',
-    },
-  });
-
-  const body = await response.text();
-
-  let responseBody: Prisma.InputJsonValue | Prisma.JsonNullValueInput = Prisma.JsonNull;
-
-  try {
-    responseBody = JSON.parse(body);
-  } catch (err) {
-    responseBody = body;
-  }
-
-  await prisma.webhookCall.create({
-    data: {
-      url,
-      event,
-      status: response.ok ? WebhookCallStatus.SUCCESS : WebhookCallStatus.FAILED,
-      requestBody: payload as Prisma.InputJsonValue,
-      responseCode: response.status,
-      responseBody,
-      responseHeaders: Object.fromEntries(response.headers.entries()),
-      webhookId: webhook.id,
-    },
-  });
-};
diff --git a/packages/lib/server-only/webhooks/trigger/handler.ts b/packages/lib/server-only/webhooks/trigger/handler.ts
index 4889e54ed..55d287bac 100644
--- a/packages/lib/server-only/webhooks/trigger/handler.ts
+++ b/packages/lib/server-only/webhooks/trigger/handler.ts
@@ -1,6 +1,6 @@
+import { jobs } from '../../../jobs/client';
 import { verify } from '../../crypto/verify';
 import { getAllWebhooksByEventTrigger } from '../get-all-webhooks-by-event-trigger';
-import { executeWebhook } from './execute-webhook';
 import { ZTriggerWebhookBodySchema } from './schema';
 
 export type HandlerTriggerWebhooksResponse =
@@ -42,17 +42,20 @@ export const handlerTriggerWebhooks = async (req: Request) => {
   const allWebhooks = await getAllWebhooksByEventTrigger({ event, userId, teamId });
 
   await Promise.allSettled(
-    allWebhooks.map(async (webhook) =>
-      executeWebhook({
-        event,
-        webhook,
-        data,
-      }),
-    ),
+    allWebhooks.map(async (webhook) => {
+      await jobs.triggerJob({
+        name: 'internal.execute-webhook',
+        payload: {
+          event,
+          webhookId: webhook.id,
+          data,
+        },
+      });
+    }),
   );
 
   return Response.json(
-    { success: true, message: 'Webhooks executed successfully' },
+    { success: true, message: 'Webhooks queued for execution' },
     { status: 200 },
   );
 };
diff --git a/packages/lib/types/document.ts b/packages/lib/types/document.ts
index d0be2c225..3709b140c 100644
--- a/packages/lib/types/document.ts
+++ b/packages/lib/types/document.ts
@@ -83,6 +83,7 @@ export const ZDocumentLiteSchema = DocumentSchema.pick({
   deletedAt: true,
   teamId: true,
   templateId: true,
+  useLegacyFieldInsertion: true,
 });
 
 /**
@@ -105,6 +106,7 @@ export const ZDocumentManySchema = DocumentSchema.pick({
   deletedAt: true,
   teamId: true,
   templateId: true,
+  useLegacyFieldInsertion: true,
 }).extend({
   user: UserSchema.pick({
     id: true,
diff --git a/packages/lib/types/template.ts b/packages/lib/types/template.ts
index 591cd345d..2f36336c4 100644
--- a/packages/lib/types/template.ts
+++ b/packages/lib/types/template.ts
@@ -83,6 +83,7 @@ export const ZTemplateLiteSchema = TemplateSchema.pick({
   updatedAt: true,
   publicTitle: true,
   publicDescription: true,
+  useLegacyFieldInsertion: true,
 });
 
 /**
@@ -102,6 +103,7 @@ export const ZTemplateManySchema = TemplateSchema.pick({
   updatedAt: true,
   publicTitle: true,
   publicDescription: true,
+  useLegacyFieldInsertion: true,
 }).extend({
   team: TeamSchema.pick({
     id: true,
diff --git a/packages/prisma/migrations/20250423062206_add_legacy_field_insertion_column/migration.sql b/packages/prisma/migrations/20250423062206_add_legacy_field_insertion_column/migration.sql
new file mode 100644
index 000000000..2f466fee3
--- /dev/null
+++ b/packages/prisma/migrations/20250423062206_add_legacy_field_insertion_column/migration.sql
@@ -0,0 +1,5 @@
+-- AlterTable
+ALTER TABLE "Document" ADD COLUMN     "useLegacyFieldInsertion" BOOLEAN NOT NULL DEFAULT true;
+
+-- AlterTable
+ALTER TABLE "Template" ADD COLUMN     "useLegacyFieldInsertion" BOOLEAN NOT NULL DEFAULT true;
diff --git a/packages/prisma/migrations/20250423062248_set_legacy_field_insert_default_to_false/migration.sql b/packages/prisma/migrations/20250423062248_set_legacy_field_insert_default_to_false/migration.sql
new file mode 100644
index 000000000..f8e2316e2
--- /dev/null
+++ b/packages/prisma/migrations/20250423062248_set_legacy_field_insert_default_to_false/migration.sql
@@ -0,0 +1,5 @@
+-- AlterTable
+ALTER TABLE "Document" ALTER COLUMN "useLegacyFieldInsertion" SET DEFAULT false;
+
+-- AlterTable
+ALTER TABLE "Template" ALTER COLUMN "useLegacyFieldInsertion" SET DEFAULT false;
diff --git a/packages/prisma/schema.prisma b/packages/prisma/schema.prisma
index 1aade2ff2..2d8c2c0c9 100644
--- a/packages/prisma/schema.prisma
+++ b/packages/prisma/schema.prisma
@@ -351,20 +351,22 @@ model Document {
   fields         Field[]
   shareLinks     DocumentShareLink[]
   documentDataId String
-  documentData   DocumentData        @relation(fields: [documentDataId], references: [id], onDelete: Cascade)
   documentMeta   DocumentMeta?
   createdAt      DateTime            @default(now())
   updatedAt      DateTime            @default(now()) @updatedAt
   completedAt    DateTime?
   deletedAt      DateTime?
   teamId         Int?
-  team           Team?               @relation(fields: [teamId], references: [id])
   templateId     Int?
-  template       Template?           @relation(fields: [templateId], references: [id], onDelete: SetNull)
   source         DocumentSource
 
-  auditLogs   DocumentAuditLog[]
-  attachments Attachment[]
+  auditLogs               DocumentAuditLog[]
+  attachments             Attachment[]
+  useLegacyFieldInsertion Boolean            @default(false)
+
+  documentData DocumentData @relation(fields: [documentDataId], references: [id], onDelete: Cascade)
+  team         Team?        @relation(fields: [teamId], references: [id])
+  template     Template?    @relation(fields: [templateId], references: [id], onDelete: SetNull)
 
   @@unique([documentDataId])
   @@index([userId])
@@ -731,6 +733,8 @@ model Template {
   publicTitle            String             @default("")
   publicDescription      String             @default("")
 
+  useLegacyFieldInsertion Boolean @default(false)
+
   team                 Team?               @relation(fields: [teamId], references: [id], onDelete: Cascade)
   templateDocumentData DocumentData        @relation(fields: [templateDocumentDataId], references: [id], onDelete: Cascade)
   user                 User                @relation(fields: [userId], references: [id], onDelete: Cascade)
diff --git a/packages/tailwind-config/index.cjs b/packages/tailwind-config/index.cjs
index ca0334fef..1a2a1b8ff 100644
--- a/packages/tailwind-config/index.cjs
+++ b/packages/tailwind-config/index.cjs
@@ -107,6 +107,14 @@ module.exports = {
           900: '#364772',
           950: '#252d46',
         },
+        recipient: {
+          green: 'hsl(var(--recipient-green))',
+          blue: 'hsl(var(--recipient-blue))',
+          purple: 'hsl(var(--recipient-purple))',
+          orange: 'hsl(var(--recipient-orange))',
+          yellow: 'hsl(var(--recipient-yellow))',
+          pink: 'hsl(var(--recipient-pink))',
+        },
       },
       backgroundImage: {
         'gradient-radial': 'radial-gradient(var(--tw-gradient-stops))',
diff --git a/packages/trpc/server/document-router/update-document.types.ts b/packages/trpc/server/document-router/update-document.types.ts
index a68391499..e0f91b482 100644
--- a/packages/trpc/server/document-router/update-document.types.ts
+++ b/packages/trpc/server/document-router/update-document.types.ts
@@ -44,6 +44,7 @@ export const ZUpdateDocumentRequestSchema = z.object({
       visibility: ZDocumentVisibilitySchema.optional(),
       globalAccessAuth: ZDocumentAccessAuthTypesSchema.nullish(),
       globalActionAuth: ZDocumentActionAuthTypesSchema.nullish(),
+      useLegacyFieldInsertion: z.boolean().optional(),
     })
     .optional(),
   meta: z
diff --git a/packages/trpc/server/template-router/schema.ts b/packages/trpc/server/template-router/schema.ts
index f2f4691ca..2d8481395 100644
--- a/packages/trpc/server/template-router/schema.ts
+++ b/packages/trpc/server/template-router/schema.ts
@@ -153,6 +153,7 @@ export const ZUpdateTemplateRequestSchema = z.object({
         )
         .optional(),
       type: z.nativeEnum(TemplateType).optional(),
+      useLegacyFieldInsertion: z.boolean().optional(),
     })
     .optional(),
   meta: z
diff --git a/packages/ui/components/document/document-read-only-fields.tsx b/packages/ui/components/document/document-read-only-fields.tsx
new file mode 100644
index 000000000..4dcf72104
--- /dev/null
+++ b/packages/ui/components/document/document-read-only-fields.tsx
@@ -0,0 +1,170 @@
+import { useState } from 'react';
+
+import { useLingui } from '@lingui/react';
+import { Trans } from '@lingui/react/macro';
+import type { DocumentMeta, Field, Recipient, TemplateMeta } from '@prisma/client';
+import { SigningStatus } from '@prisma/client';
+import { Clock, EyeOffIcon } from 'lucide-react';
+
+import { PDF_VIEWER_PAGE_SELECTOR } from '@documenso/lib/constants/pdf-viewer';
+import type { DocumentField } from '@documenso/lib/server-only/field/get-fields-for-document';
+import { parseMessageDescriptor } from '@documenso/lib/utils/i18n';
+import { extractInitials } from '@documenso/lib/utils/recipient-formatter';
+import { FieldRootContainer } from '@documenso/ui/components/field/field';
+import { SignatureIcon } from '@documenso/ui/icons/signature';
+import { Avatar, AvatarFallback } from '@documenso/ui/primitives/avatar';
+import { Badge } from '@documenso/ui/primitives/badge';
+import { FRIENDLY_FIELD_TYPE } from '@documenso/ui/primitives/document-flow/types';
+import { ElementVisible } from '@documenso/ui/primitives/element-visible';
+import { PopoverHover } from '@documenso/ui/primitives/popover';
+
+import { getRecipientColorStyles } from '../../lib/recipient-colors';
+import { FieldContent } from '../../primitives/document-flow/field-content';
+
+export type DocumentReadOnlyFieldsProps = {
+  fields: DocumentField[];
+  documentMeta?: DocumentMeta | TemplateMeta;
+
+  showFieldStatus?: boolean;
+
+  /**
+   * Required if you want to show colors.
+   *
+   * Can't derive this from the fields because sometimes recipients don't have fields
+   * yet.
+   */
+  recipientIds?: number[];
+
+  /**
+   * Whether to show the recipient tooltip.
+   *
+   * @default false
+   */
+  showRecipientTooltip?: boolean;
+
+  /**
+   * Whether to color code the recipient fields.
+   *
+   * @default false
+   */
+  showRecipientColors?: boolean;
+};
+
+export const mapFieldsWithRecipients = (
+  fields: Field[],
+  recipients: Recipient[],
+): DocumentField[] => {
+  return fields.map((field) => {
+    const recipient = recipients.find((recipient) => recipient.id === field.recipientId) || {
+      id: field.recipientId,
+      name: 'Unknown',
+      email: 'Unknown',
+      signingStatus: SigningStatus.NOT_SIGNED,
+    };
+
+    return { ...field, recipient, signature: null };
+  });
+};
+
+export const DocumentReadOnlyFields = ({
+  documentMeta,
+  fields,
+  recipientIds = [],
+  showFieldStatus = true,
+  showRecipientTooltip = false,
+  showRecipientColors = false,
+}: DocumentReadOnlyFieldsProps) => {
+  const { _ } = useLingui();
+
+  const [hiddenFieldIds, setHiddenFieldIds] = useState<Record<string, boolean>>({});
+
+  const handleHideField = (fieldId: string) => {
+    setHiddenFieldIds((prev) => ({ ...prev, [fieldId]: true }));
+  };
+
+  return (
+    <ElementVisible target={PDF_VIEWER_PAGE_SELECTOR}>
+      {fields.map(
+        (field) =>
+          !hiddenFieldIds[field.secondaryId] && (
+            <FieldRootContainer
+              field={field}
+              key={field.id}
+              color={
+                showRecipientColors
+                  ? getRecipientColorStyles(
+                      Math.max(
+                        recipientIds.findIndex((id) => id === field.recipientId),
+                        0,
+                      ),
+                    )
+                  : undefined
+              }
+            >
+              {showRecipientTooltip && (
+                <div className="absolute -right-3 -top-3">
+                  <PopoverHover
+                    trigger={
+                      <Avatar className="h-6 w-6 border-2 border-solid border-gray-200/50 transition-colors hover:border-gray-200">
+                        <AvatarFallback className="bg-neutral-50 text-xs text-gray-400">
+                          {extractInitials(field.recipient.name || field.recipient.email)}
+                        </AvatarFallback>
+                      </Avatar>
+                    }
+                    contentProps={{
+                      className: 'relative flex w-fit flex-col p-4 text-sm',
+                    }}
+                  >
+                    {showFieldStatus && (
+                      <Badge
+                        className="mx-auto mb-1 py-0.5"
+                        variant={
+                          field.recipient.signingStatus === SigningStatus.SIGNED
+                            ? 'default'
+                            : 'secondary'
+                        }
+                      >
+                        {field.recipient.signingStatus === SigningStatus.SIGNED ? (
+                          <>
+                            <SignatureIcon className="mr-1 h-3 w-3" />
+                            <Trans>Signed</Trans>
+                          </>
+                        ) : (
+                          <>
+                            <Clock className="mr-1 h-3 w-3" />
+                            <Trans>Pending</Trans>
+                          </>
+                        )}
+                      </Badge>
+                    )}
+
+                    <p className="text-center font-semibold">
+                      <span>
+                        {parseMessageDescriptor(_, FRIENDLY_FIELD_TYPE[field.type])} field
+                      </span>
+                    </p>
+
+                    <p className="text-muted-foreground mt-1 text-center text-xs">
+                      {field.recipient.name
+                        ? `${field.recipient.name} (${field.recipient.email})`
+                        : field.recipient.email}{' '}
+                    </p>
+
+                    <button
+                      className="absolute right-0 top-0 my-1 p-2 focus:outline-none focus-visible:ring-0"
+                      onClick={() => handleHideField(field.secondaryId)}
+                      title="Hide field"
+                    >
+                      <EyeOffIcon className="h-3 w-3" />
+                    </button>
+                  </PopoverHover>
+                </div>
+              )}
+
+              <FieldContent field={field} documentMeta={documentMeta} />
+            </FieldRootContainer>
+          ),
+      )}
+    </ElementVisible>
+  );
+};
diff --git a/packages/ui/components/field/field.tsx b/packages/ui/components/field/field.tsx
index bc648ccbf..e3acf8005 100644
--- a/packages/ui/components/field/field.tsx
+++ b/packages/ui/components/field/field.tsx
@@ -1,71 +1,18 @@
-import React, { useEffect, useMemo, useState } from 'react';
+import React, { useEffect, useState } from 'react';
 
-import type { Field } from '@prisma/client';
+import { type Field, FieldType } from '@prisma/client';
 import { createPortal } from 'react-dom';
 
 import { useFieldPageCoords } from '@documenso/lib/client-only/hooks/use-field-page-coords';
-import type { TFieldMetaSchema } from '@documenso/lib/types/field-meta';
-import { ZFieldMetaSchema } from '@documenso/lib/types/field-meta';
+import { isFieldUnsignedAndRequired } from '@documenso/lib/utils/advanced-fields-helpers';
 
+import type { RecipientColorStyles } from '../../lib/recipient-colors';
 import { cn } from '../../lib/utils';
-import { Card, CardContent } from '../../primitives/card';
-
-export type FieldRootContainerProps = {
-  field: Field;
-  children: React.ReactNode;
-};
 
 export type FieldContainerPortalProps = {
   field: Field;
   className?: string;
   children: React.ReactNode;
-  cardClassName?: string;
-};
-
-const getCardClassNames = (
-  field: Field,
-  parsedField: TFieldMetaSchema | null,
-  isValidating: boolean,
-  checkBoxOrRadio: boolean,
-  cardClassName?: string,
-) => {
-  const baseClasses =
-    'field--FieldRootContainer field-card-container relative z-20 h-full w-full transition-all';
-
-  const insertedClasses =
-    'bg-primary/20 border-primary ring-primary/20 ring-offset-primary/20 ring-2 ring-offset-2 dark:shadow-none';
-  const nonRequiredClasses =
-    'border-yellow-300 shadow-none ring-2 ring-yellow-100 ring-offset-2 ring-offset-yellow-100 dark:border-2';
-  const validatingClasses = 'border-orange-300 ring-1 ring-orange-300';
-  const requiredClasses =
-    'border-red-500 shadow-none ring-2 ring-red-200 ring-offset-2 ring-offset-red-200 hover:text-red-500';
-  const requiredCheckboxRadioClasses = 'border-dashed border-red-500';
-
-  if (checkBoxOrRadio) {
-    return cn(
-      {
-        [insertedClasses]: field.inserted,
-        'ring-offset-yellow-200 border-dashed border-yellow-300 ring-2 ring-yellow-200 ring-offset-2 dark:shadow-none':
-          !field.inserted && !parsedField?.required,
-        'shadow-none': !field.inserted,
-        [validatingClasses]: !field.inserted && isValidating,
-        [requiredCheckboxRadioClasses]: !field.inserted && parsedField?.required,
-      },
-      cardClassName,
-    );
-  }
-
-  return cn(
-    baseClasses,
-    {
-      [insertedClasses]: field.inserted,
-      [nonRequiredClasses]: !field.inserted && !parsedField?.required,
-      'shadow-none': !field.inserted && checkBoxOrRadio,
-      [validatingClasses]: !field.inserted && isValidating,
-      [requiredClasses]: !field.inserted && parsedField?.required && !checkBoxOrRadio,
-    },
-    cardClassName,
-  );
 };
 
 export function FieldContainerPortal({
@@ -76,13 +23,10 @@ export function FieldContainerPortal({
   const coords = useFieldPageCoords(field);
 
   const isCheckboxOrRadioField = field.type === 'CHECKBOX' || field.type === 'RADIO';
-  const isFieldSigned = field.inserted;
 
   const style = {
     top: `${coords.y}px`,
     left: `${coords.x}px`,
-    // height: `${coords.height}px`,
-    // width: `${coords.width}px`,
     ...(!isCheckboxOrRadioField && {
       height: `${coords.height}px`,
       width: `${coords.width}px`,
@@ -97,7 +41,14 @@ export function FieldContainerPortal({
   );
 }
 
-export function FieldRootContainer({ field, children, cardClassName }: FieldContainerPortalProps) {
+export type FieldRootContainerProps = {
+  field: Field;
+  color?: RecipientColorStyles;
+  children: React.ReactNode;
+  className?: string;
+};
+
+export function FieldRootContainer({ field, children, color, className }: FieldRootContainerProps) {
   const [isValidating, setIsValidating] = useState(false);
   const ref = React.useRef<HTMLDivElement>(null);
 
@@ -121,33 +72,26 @@ export function FieldRootContainer({ field, children, cardClassName }: FieldCont
     };
   }, []);
 
-  const parsedField = useMemo(
-    () => (field.fieldMeta ? ZFieldMetaSchema.parse(field.fieldMeta) : null),
-    [field.fieldMeta],
-  );
-  const isCheckboxOrRadio = useMemo(
-    () => parsedField?.type === 'checkbox' || parsedField?.type === 'radio',
-    [parsedField],
-  );
-
-  const cardClassNames = useMemo(
-    () => getCardClassNames(field, parsedField, isValidating, isCheckboxOrRadio, cardClassName),
-    [field, parsedField, isValidating, isCheckboxOrRadio, cardClassName],
-  );
-
   return (
     <FieldContainerPortal field={field}>
-      <Card
+      <div
         id={`field-${field.id}`}
         ref={ref}
         data-field-type={field.type}
         data-inserted={field.inserted ? 'true' : 'false'}
-        className={cardClassNames}
+        className={cn(
+          'field--FieldRootContainer field-card-container dark-mode-disabled group relative z-20 flex h-full w-full items-center rounded-[2px] bg-white/90 ring-2 ring-gray-200 transition-all',
+          color?.base,
+          {
+            'px-2': field.type !== FieldType.SIGNATURE && field.type !== FieldType.FREE_SIGNATURE,
+            'justify-center': !field.inserted,
+            'ring-orange-300': isValidating && isFieldUnsignedAndRequired(field),
+          },
+          className,
+        )}
       >
-        <CardContent className="text-foreground hover:shadow-primary-foreground group flex h-full w-full flex-col items-center justify-center p-2">
-          {children}
-        </CardContent>
-      </Card>
+        {children}
+      </div>
     </FieldContainerPortal>
   );
 }
diff --git a/packages/ui/lib/recipient-colors.ts b/packages/ui/lib/recipient-colors.ts
new file mode 100644
index 000000000..6a9c30227
--- /dev/null
+++ b/packages/ui/lib/recipient-colors.ts
@@ -0,0 +1,95 @@
+// !: We declare all of our classes here since TailwindCSS will remove any unused CSS classes,
+// !: therefore doing this at runtime is not possible without whitelisting a set of classnames.
+// !:
+// !: This will later be improved as we move to a CSS variable approach and rotate the lightness
+
+export type RecipientColorMap = Record<number, RecipientColorStyles>;
+
+export type RecipientColorStyles = {
+  base: string;
+  fieldItem: string;
+  fieldItemInitials: string;
+  comboxBoxTrigger: string;
+  comboxBoxItem: string;
+};
+
+// !: values of the declared variable to do all the background, border and shadow styles.
+export const RECIPIENT_COLOR_STYLES = {
+  green: {
+    base: 'ring-recipient-green hover:bg-recipient-green/30',
+    fieldItem: 'group/field-item rounded-[2px]',
+    fieldItemInitials: 'group-hover/field-item:bg-recipient-green',
+    comboxBoxTrigger:
+      'ring-2 ring-recipient-green hover:bg-recipient-green/15 active:bg-recipient-green/15 shadow-[0_0_0_5px_hsl(var(--recipient-green)/10%),0_0_0_2px_hsl(var(--recipient-green)/60%),0_0_0_0.5px_hsl(var(--recipient-green))]',
+    comboxBoxItem: 'hover:bg-recipient-green/15 active:bg-recipient-green/15',
+  },
+
+  blue: {
+    base: 'ring-recipient-blue hover:bg-recipient-blue/30',
+    fieldItem: 'group/field-item rounded-[2px]',
+    fieldItemInitials: 'group-hover/field-item:bg-recipient-blue',
+    comboxBoxTrigger:
+      'ring-2 ring-recipient-blue hover:bg-recipient-blue/15 active:bg-recipient-blue/15 shadow-[0_0_0_5px_hsl(var(--recipient-blue)/10%),0_0_0_2px_hsl(var(--recipient-blue)/60%),0_0_0_0.5px_hsl(var(--recipient-blue))]',
+    comboxBoxItem: 'ring-recipient-blue hover:bg-recipient-blue/15 active:bg-recipient-blue/15',
+  },
+
+  purple: {
+    base: 'ring-recipient-purple hover:bg-recipient-purple/30',
+    fieldItem: 'group/field-item rounded-[2px]',
+    fieldItemInitials: 'group-hover/field-item:bg-recipient-purple',
+    comboxBoxTrigger:
+      'ring-2 ring-recipient-purple hover:bg-recipient-purple/15 active:bg-recipient-purple/15 shadow-[0_0_0_5px_hsl(var(--recipient-purple)/10%),0_0_0_2px_hsl(var(--recipient-purple)/60%),0_0_0_0.5px_hsl(var(--recipient-purple))]',
+    comboxBoxItem: 'hover:bg-recipient-purple/15 active:bg-recipient-purple/15',
+  },
+
+  orange: {
+    base: 'ring-recipient-orange hover:bg-recipient-orange/30',
+    fieldItem: 'group/field-item rounded-[2px]',
+    fieldItemInitials: 'group-hover/field-item:bg-recipient-orange',
+    comboxBoxTrigger:
+      'ring-2 ring-recipient-orange hover:bg-recipient-orange/15 active:bg-recipient-orange/15 shadow-[0_0_0_5px_hsl(var(--recipient-orange)/10%),0_0_0_2px_hsl(var(--recipient-orange)/60%),0_0_0_0.5px_hsl(var(--recipient-orange))]',
+    comboxBoxItem: 'hover:bg-recipient-orange/15 active:bg-recipient-orange/15',
+  },
+
+  yellow: {
+    base: 'ring-recipient-yellow hover:bg-recipient-yellow/30',
+    fieldItem: 'group/field-item rounded-[2px]',
+    fieldItemInitials: 'group-hover/field-item:bg-recipient-yellow',
+    comboxBoxTrigger:
+      'ring-2 ring-recipient-yellow hover:bg-recipient-yellow/15 active:bg-recipient-yellow/15 shadow-[0_0_0_5px_hsl(var(--recipient-yellow)/10%),0_0_0_2px_hsl(var(--recipient-yellow)/60%),0_0_0_0.5px_hsl(var(--recipient-yellow))]',
+    comboxBoxItem: 'hover:bg-recipient-yellow/15 active:bg-recipient-yellow/15',
+  },
+
+  pink: {
+    base: 'ring-recipient-pink hover:bg-recipient-pink/30',
+    fieldItem: 'group/field-item rounded-[2px]',
+    fieldItemInitials: 'group-hover/field-item:bg-recipient-pink',
+    comboxBoxTrigger:
+      'ring-2 ring-recipient-pink hover:bg-recipient-pink/15 active:bg-recipient-pink/15 shadow-[0_0_0_5px_hsl(var(--recipient-pink)/10%),0_0_0_2px_hsl(var(--recipient-pink)/60%),0_0_0_0.5px_hsl(var(--recipient-pink',
+    comboxBoxItem: 'hover:bg-recipient-pink/15 active:bg-recipient-pink/15',
+  },
+} satisfies Record<string, RecipientColorStyles>;
+
+export type CombinedStylesKey = keyof typeof RECIPIENT_COLOR_STYLES;
+
+export const AVAILABLE_RECIPIENT_COLORS = [
+  'green',
+  'blue',
+  'purple',
+  'orange',
+  'yellow',
+  'pink',
+] satisfies CombinedStylesKey[];
+
+export const useRecipientColors = (index: number) => {
+  const key = AVAILABLE_RECIPIENT_COLORS[index % AVAILABLE_RECIPIENT_COLORS.length];
+
+  return RECIPIENT_COLOR_STYLES[key];
+};
+
+export const getRecipientColorStyles = (index: number) => {
+  // Disabling the rule since the hook doesn't do anything special and can
+  // be used universally.
+  // eslint-disable-next-line react-hooks/rules-of-hooks
+  return useRecipientColors(index);
+};
diff --git a/packages/ui/lib/signer-colors.ts b/packages/ui/lib/signer-colors.ts
deleted file mode 100644
index 862b75e58..000000000
--- a/packages/ui/lib/signer-colors.ts
+++ /dev/null
@@ -1,108 +0,0 @@
-// !: We declare all of our classes here since TailwindCSS will remove any unused CSS classes,
-// !: therefore doing this at runtime is not possible without whitelisting a set of classnames.
-// !:
-// !: This will later be improved as we move to a CSS variable approach and rotate the lightness
-// !: values of the declared variable to do all the background, border and shadow styles.
-export const SIGNER_COLOR_STYLES = {
-  green: {
-    default: {
-      background: 'bg-[hsl(var(--signer-green))]',
-      base: 'rounded-lg shadow-[0_0_0_5px_hsl(var(--signer-green)/10%),0_0_0_2px_hsl(var(--signer-green)/60%),0_0_0_0.5px_hsl(var(--signer-green))]',
-      fieldItem:
-        'group/field-item p-2 border-none ring-none hover:bg-gradient-to-r hover:from-[hsl(var(--signer-green))]/10 hover:to-[hsl(var(--signer-green))]/10',
-      fieldItemInitials:
-        'opacity-0 transition duration-200 group-hover/field-item:opacity-100 group-hover/field-item:bg-[hsl(var(--signer-green))]',
-      comboxBoxItem:
-        'hover:bg-[hsl(var(--signer-green)/15%)] active:bg-[hsl(var(--signer-green)/15%)]',
-    },
-  },
-
-  blue: {
-    default: {
-      background: 'bg-[hsl(var(--signer-blue))]',
-      base: 'rounded-lg shadow-[0_0_0_5px_hsl(var(--signer-blue)/10%),0_0_0_2px_hsl(var(--signer-blue)/60%),0_0_0_0.5px_hsl(var(--signer-blue))]',
-      fieldItem:
-        'group/field-item p-2 border-none ring-none hover:bg-gradient-to-r hover:from-[hsl(var(--signer-blue))]/10 hover:to-[hsl(var(--signer-blue))]/10',
-      fieldItemInitials:
-        'opacity-0 transition duration-200 group-hover/field-item:opacity-100 group-hover/field-item:bg-[hsl(var(--signer-blue))]',
-      comboxBoxItem:
-        'hover:bg-[hsl(var(--signer-blue)/15%)] active:bg-[hsl(var(--signer-blue)/15%)]',
-    },
-  },
-
-  purple: {
-    default: {
-      background: 'bg-[hsl(var(--signer-purple))]',
-      base: 'rounded-lg shadow-[0_0_0_5px_hsl(var(--signer-purple)/10%),0_0_0_2px_hsl(var(--signer-purple)/60%),0_0_0_0.5px_hsl(var(--signer-purple))]',
-      fieldItem:
-        'group/field-item p-2 border-none ring-none hover:bg-gradient-to-r hover:from-[hsl(var(--signer-purple))]/10 hover:to-[hsl(var(--signer-purple))]/10',
-      fieldItemInitials:
-        'opacity-0 transition duration-200 group-hover/field-item:opacity-100 group-hover/field-item:bg-[hsl(var(--signer-purple))]',
-      comboxBoxItem:
-        'hover:bg-[hsl(var(--signer-purple)/15%)] active:bg-[hsl(var(--signer-purple)/15%)]',
-    },
-  },
-
-  orange: {
-    default: {
-      background: 'bg-[hsl(var(--signer-orange))]',
-      base: 'rounded-lg shadow-[0_0_0_5px_hsl(var(--signer-orange)/10%),0_0_0_2px_hsl(var(--signer-orange)/60%),0_0_0_0.5px_hsl(var(--signer-orange))]',
-      fieldItem:
-        'group/field-item p-2 border-none ring-none hover:bg-gradient-to-r hover:from-[hsl(var(--signer-orange))]/10 hover:to-[hsl(var(--signer-orange))]/10',
-      fieldItemInitials:
-        'opacity-0 transition duration-200 group-hover/field-item:opacity-100 group-hover/field-item:bg-[hsl(var(--signer-orange))]',
-      comboxBoxItem:
-        'hover:bg-[hsl(var(--signer-orange)/15%)] active:bg-[hsl(var(--signer-orange)/15%)]',
-    },
-  },
-
-  yellow: {
-    default: {
-      background: 'bg-[hsl(var(--signer-yellow))]',
-      base: 'rounded-lg shadow-[0_0_0_5px_hsl(var(--signer-yellow)/10%),0_0_0_2px_hsl(var(--signer-yellow)/60%),0_0_0_0.5px_hsl(var(--signer-yellow))]',
-      fieldItem:
-        'group/field-item p-2 border-none ring-none hover:bg-gradient-to-r hover:from-[hsl(var(--signer-yellow))]/10 hover:to-[hsl(var(--signer-yellow))]/10',
-      fieldItemInitials:
-        'opacity-0 transition duration-200 group-hover/field-item:opacity-100 group-hover/field-item:bg-[hsl(var(--signer-yellow))]',
-      comboxBoxItem:
-        'hover:bg-[hsl(var(--signer-yellow)/15%)] active:bg-[hsl(var(--signer-yellow)/15%)]',
-    },
-  },
-
-  pink: {
-    default: {
-      background: 'bg-[hsl(var(--signer-pink))]',
-      base: 'rounded-lg shadow-[0_0_0_5px_hsl(var(--signer-pink)/10%),0_0_0_2px_hsl(var(--signer-pink)/60%),0_0_0_0.5px_hsl(var(--signer-pink))]',
-      fieldItem:
-        'group/field-item p-2 border-none ring-none hover:bg-gradient-to-r hover:from-[hsl(var(--signer-pink))]/10 hover:to-[hsl(var(--signer-pink))]/10',
-      fieldItemInitials:
-        'opacity-0 transition duration-200 group-hover/field-item:opacity-100 group-hover/field-item:bg-[hsl(var(--signer-pink))]',
-      comboxBoxItem:
-        'hover:bg-[hsl(var(--signer-pink)/15%)] active:bg-[hsl(var(--signer-pink)/15%)]',
-    },
-  },
-};
-
-export type CombinedStylesKey = keyof typeof SIGNER_COLOR_STYLES;
-
-export const AVAILABLE_SIGNER_COLORS = [
-  'green',
-  'blue',
-  'purple',
-  'orange',
-  'yellow',
-  'pink',
-] satisfies CombinedStylesKey[];
-
-export const useSignerColors = (index: number) => {
-  const key = AVAILABLE_SIGNER_COLORS[index % AVAILABLE_SIGNER_COLORS.length];
-
-  return SIGNER_COLOR_STYLES[key];
-};
-
-export const getSignerColorStyles = (index: number) => {
-  // Disabling the rule since the hook doesn't do anything special and can
-  // be used universally.
-  // eslint-disable-next-line react-hooks/rules-of-hooks
-  return useSignerColors(index);
-};
diff --git a/packages/ui/primitives/document-flow/add-fields.tsx b/packages/ui/primitives/document-flow/add-fields.tsx
index 377bc0812..145e9a89c 100644
--- a/packages/ui/primitives/document-flow/add-fields.tsx
+++ b/packages/ui/primitives/document-flow/add-fields.tsx
@@ -3,9 +3,8 @@ import { useCallback, useEffect, useMemo, useRef, useState } from 'react';
 import { msg } from '@lingui/core/macro';
 import { useLingui } from '@lingui/react';
 import { Trans } from '@lingui/react/macro';
-import { Prisma } from '@prisma/client';
 import type { Field, Recipient } from '@prisma/client';
-import { FieldType, RecipientRole, SendStatus } from '@prisma/client';
+import { FieldType, Prisma, RecipientRole, SendStatus } from '@prisma/client';
 import {
   CalendarDays,
   CheckSquare,
@@ -38,7 +37,7 @@ import {
 } from '@documenso/lib/utils/recipients';
 
 import { FieldToolTip } from '../../components/field/field-tooltip';
-import { useSignerColors } from '../../lib/signer-colors';
+import { useRecipientColors } from '../../lib/recipient-colors';
 import { cn } from '../../lib/utils';
 import { Alert, AlertDescription } from '../alert';
 import { Card, CardContent } from '../card';
@@ -175,9 +174,10 @@ export const AddFieldsFormPartial = ({
     null,
   );
   const selectedSignerIndex = recipients.findIndex((r) => r.id === selectedSigner?.id);
-  const selectedSignerStyles = useSignerColors(
+  const selectedSignerStyles = useRecipientColors(
     selectedSignerIndex === -1 ? 0 : selectedSignerIndex,
   );
+
   const [validateUninsertedFields, setValidateUninsertedFields] = useState(false);
 
   const filterFieldsWithEmptyValues = (fields: typeof localFields, fieldType: string) =>
@@ -593,13 +593,12 @@ export const AddFieldsFormPartial = ({
               {selectedField && (
                 <div
                   className={cn(
-                    'text-muted-foreground dark:text-muted-background pointer-events-none fixed z-50 flex cursor-pointer flex-col items-center justify-center bg-white transition duration-200 [container-type:size]',
-                    selectedSignerStyles.default.base,
+                    'text-muted-foreground dark:text-muted-background pointer-events-none fixed z-50 flex cursor-pointer flex-col items-center justify-center rounded-[2px] bg-white ring-2 transition duration-200 [container-type:size]',
+                    selectedSignerStyles?.base,
                     {
                       '-rotate-6 scale-90 opacity-50 dark:bg-black/20': !isFieldWithinBounds,
                       'dark:text-black/60': isFieldWithinBounds,
                     },
-                    // selectedField === FieldType.SIGNATURE && fontCaveat.className,
                   )}
                   style={{
                     top: coords.y,
@@ -646,7 +645,6 @@ export const AddFieldsFormPartial = ({
                         setCurrentField(field);
                         handleAdvancedSettings();
                       }}
-                      hideRecipients={hideRecipients}
                       hasErrors={!!hasFieldError}
                       active={activeFieldId === field.formId}
                       onFieldActivate={() => setActiveFieldId(field.formId)}
@@ -677,7 +675,6 @@ export const AddFieldsFormPartial = ({
                       <Card
                         className={cn(
                           'flex h-full w-full cursor-pointer items-center justify-center group-disabled:opacity-50',
-                          // selectedSignerStyles.borderClass,
                         )}
                       >
                         <CardContent className="flex flex-col items-center justify-center px-6 py-4">
@@ -702,7 +699,6 @@ export const AddFieldsFormPartial = ({
                       <Card
                         className={cn(
                           'flex h-full w-full cursor-pointer items-center justify-center group-disabled:opacity-50',
-                          // selectedSignerStyles.borderClass,
                         )}
                       >
                         <CardContent className="flex flex-col items-center justify-center px-6 py-4">
@@ -728,7 +724,6 @@ export const AddFieldsFormPartial = ({
                       <Card
                         className={cn(
                           'flex h-full w-full cursor-pointer items-center justify-center group-disabled:opacity-50',
-                          // selectedSignerStyles.borderClass,
                         )}
                       >
                         <CardContent className="flex flex-col items-center justify-center px-6 py-4">
@@ -754,7 +749,6 @@ export const AddFieldsFormPartial = ({
                       <Card
                         className={cn(
                           'flex h-full w-full cursor-pointer items-center justify-center group-disabled:opacity-50',
-                          // selectedSignerStyles.borderClass,
                         )}
                       >
                         <CardContent className="p-4">
@@ -780,7 +774,6 @@ export const AddFieldsFormPartial = ({
                       <Card
                         className={cn(
                           'flex h-full w-full cursor-pointer items-center justify-center group-disabled:opacity-50',
-                          // selectedSignerStyles.borderClass,
                         )}
                       >
                         <CardContent className="p-4">
@@ -806,7 +799,6 @@ export const AddFieldsFormPartial = ({
                       <Card
                         className={cn(
                           'flex h-full w-full cursor-pointer items-center justify-center group-disabled:opacity-50',
-                          // selectedSignerStyles.borderClass,
                         )}
                       >
                         <CardContent className="p-4">
@@ -832,7 +824,6 @@ export const AddFieldsFormPartial = ({
                       <Card
                         className={cn(
                           'flex h-full w-full cursor-pointer items-center justify-center group-disabled:opacity-50',
-                          // selectedSignerStyles.borderClass,
                         )}
                       >
                         <CardContent className="p-4">
@@ -858,7 +849,6 @@ export const AddFieldsFormPartial = ({
                       <Card
                         className={cn(
                           'flex h-full w-full cursor-pointer items-center justify-center group-disabled:opacity-50',
-                          // selectedSignerStyles.borderClass,
                         )}
                       >
                         <CardContent className="p-4">
@@ -884,7 +874,6 @@ export const AddFieldsFormPartial = ({
                       <Card
                         className={cn(
                           'flex h-full w-full cursor-pointer items-center justify-center group-disabled:opacity-50',
-                          // selectedSignerStyles.borderClass,
                         )}
                       >
                         <CardContent className="p-4">
@@ -911,7 +900,6 @@ export const AddFieldsFormPartial = ({
                       <Card
                         className={cn(
                           'flex h-full w-full cursor-pointer items-center justify-center group-disabled:opacity-50',
-                          // selectedSignerStyles.borderClass,
                         )}
                       >
                         <CardContent className="p-4">
diff --git a/packages/ui/primitives/document-flow/add-settings.tsx b/packages/ui/primitives/document-flow/add-settings.tsx
index 2bb412de7..27f975211 100644
--- a/packages/ui/primitives/document-flow/add-settings.tsx
+++ b/packages/ui/primitives/document-flow/add-settings.tsx
@@ -25,6 +25,10 @@ import {
   DocumentGlobalAuthActionSelect,
   DocumentGlobalAuthActionTooltip,
 } from '@documenso/ui/components/document/document-global-auth-action-select';
+import {
+  DocumentReadOnlyFields,
+  mapFieldsWithRecipients,
+} from '@documenso/ui/components/document/document-read-only-fields';
 import {
   DocumentVisibilitySelect,
   DocumentVisibilityTooltip,
@@ -61,7 +65,6 @@ import {
   DocumentFlowFormContainerHeader,
   DocumentFlowFormContainerStep,
 } from './document-flow-root';
-import { ShowFieldItem } from './show-field-item';
 import type { DocumentFlowStep } from './types';
 
 export type AddSettingsFormProps = {
@@ -173,10 +176,13 @@ export const AddSettingsFormPartial = ({
       />
 
       <DocumentFlowFormContainerContent>
-        {isDocumentPdfLoaded &&
-          fields.map((field, index) => (
-            <ShowFieldItem key={index} field={field} recipients={recipients} />
-          ))}
+        {isDocumentPdfLoaded && (
+          <DocumentReadOnlyFields
+            showRecipientColors={true}
+            recipientIds={recipients.map((recipient) => recipient.id)}
+            fields={mapFieldsWithRecipients(fields, recipients)}
+          />
+        )}
 
         <Form {...form}>
           <fieldset
diff --git a/packages/ui/primitives/document-flow/add-signers.tsx b/packages/ui/primitives/document-flow/add-signers.tsx
index 6ab770c5a..cac83cd75 100644
--- a/packages/ui/primitives/document-flow/add-signers.tsx
+++ b/packages/ui/primitives/document-flow/add-signers.tsx
@@ -23,6 +23,10 @@ import { RecipientActionAuthSelect } from '@documenso/ui/components/recipient/re
 import { RecipientRoleSelect } from '@documenso/ui/components/recipient/recipient-role-select';
 import { cn } from '@documenso/ui/lib/utils';
 
+import {
+  DocumentReadOnlyFields,
+  mapFieldsWithRecipients,
+} from '../../components/document/document-read-only-fields';
 import { Button } from '../button';
 import { Checkbox } from '../checkbox';
 import { Form, FormControl, FormField, FormItem, FormLabel, FormMessage } from '../form/form';
@@ -40,7 +44,6 @@ import {
   DocumentFlowFormContainerHeader,
   DocumentFlowFormContainerStep,
 } from './document-flow-root';
-import { ShowFieldItem } from './show-field-item';
 import { SigningOrderConfirmation } from './signing-order-confirmation';
 import type { DocumentFlowStep } from './types';
 
@@ -368,10 +371,13 @@ export const AddSignersFormPartial = ({
         description={documentFlow.description}
       />
       <DocumentFlowFormContainerContent>
-        {isDocumentPdfLoaded &&
-          fields.map((field, index) => (
-            <ShowFieldItem key={index} field={field} recipients={recipients} />
-          ))}
+        {isDocumentPdfLoaded && (
+          <DocumentReadOnlyFields
+            showRecipientColors={true}
+            recipientIds={recipients.map((recipient) => recipient.id)}
+            fields={mapFieldsWithRecipients(fields, recipients)}
+          />
+        )}
 
         <AnimateGenericFadeInOut motionKey={showAdvancedSettings ? 'Show' : 'Hide'}>
           <Form {...form}>
diff --git a/packages/ui/primitives/document-flow/add-subject.tsx b/packages/ui/primitives/document-flow/add-subject.tsx
index 93ff374de..92fe8f111 100644
--- a/packages/ui/primitives/document-flow/add-subject.tsx
+++ b/packages/ui/primitives/document-flow/add-subject.tsx
@@ -16,6 +16,10 @@ import { Tabs, TabsList, TabsTrigger } from '@documenso/ui/primitives/tabs';
 
 import { CopyTextButton } from '../../components/common/copy-text-button';
 import { DocumentEmailCheckboxes } from '../../components/document/document-email-checkboxes';
+import {
+  DocumentReadOnlyFields,
+  mapFieldsWithRecipients,
+} from '../../components/document/document-read-only-fields';
 import { AvatarWithText } from '../avatar';
 import { FormErrorMessage } from '../form/form-error-message';
 import { Input } from '../input';
@@ -31,7 +35,6 @@ import {
   DocumentFlowFormContainerHeader,
   DocumentFlowFormContainerStep,
 } from './document-flow-root';
-import { ShowFieldItem } from './show-field-item';
 import type { DocumentFlowStep } from './types';
 
 export type AddSubjectFormProps = {
@@ -103,10 +106,13 @@ export const AddSubjectFormPartial = ({
       />
       <DocumentFlowFormContainerContent>
         <div className="flex flex-col">
-          {isDocumentPdfLoaded &&
-            fields.map((field, index) => (
-              <ShowFieldItem key={index} field={field} recipients={recipients} />
-            ))}
+          {isDocumentPdfLoaded && (
+            <DocumentReadOnlyFields
+              showRecipientColors={true}
+              recipientIds={recipients.map((recipient) => recipient.id)}
+              fields={mapFieldsWithRecipients(fields, recipients)}
+            />
+          )}
 
           <Tabs
             onValueChange={(value) =>
diff --git a/packages/ui/primitives/document-flow/advanced-fields/checkbox.tsx b/packages/ui/primitives/document-flow/advanced-fields/checkbox.tsx
deleted file mode 100644
index d0ff41e5f..000000000
--- a/packages/ui/primitives/document-flow/advanced-fields/checkbox.tsx
+++ /dev/null
@@ -1,46 +0,0 @@
-import { ZCheckboxFieldMeta } from '@documenso/lib/types/field-meta';
-import type { TCheckboxFieldMeta } from '@documenso/lib/types/field-meta';
-import { Checkbox } from '@documenso/ui/primitives/checkbox';
-import { Label } from '@documenso/ui/primitives/label';
-
-import { FieldIcon } from '../field-icon';
-import type { TDocumentFlowFormSchema } from '../types';
-
-type Field = TDocumentFlowFormSchema['fields'][0];
-
-export type CheckboxFieldProps = {
-  field: Field;
-};
-
-export const CheckboxField = ({ field }: CheckboxFieldProps) => {
-  let parsedFieldMeta: TCheckboxFieldMeta | undefined = undefined;
-
-  if (field.fieldMeta) {
-    parsedFieldMeta = ZCheckboxFieldMeta.parse(field.fieldMeta);
-  }
-
-  if (parsedFieldMeta && (!parsedFieldMeta.values || parsedFieldMeta.values.length === 0)) {
-    return <FieldIcon fieldMeta={field.fieldMeta} type={field.type} />;
-  }
-
-  return (
-    <div className="flex flex-col gap-y-1">
-      {!parsedFieldMeta?.values ? (
-        <FieldIcon fieldMeta={field.fieldMeta} type={field.type} />
-      ) : (
-        parsedFieldMeta.values.map((item: { value: string; checked: boolean }, index: number) => (
-          <div key={index} className="flex items-center gap-x-1.5">
-            <Checkbox
-              className="dark:border-field-border h-3 w-3 bg-white"
-              id={`checkbox-${index}`}
-              checked={item.checked}
-            />
-            <Label htmlFor={`checkbox-${index}`} className="text-xs font-normal text-black">
-              {item.value}
-            </Label>
-          </div>
-        ))
-      )}
-    </div>
-  );
-};
diff --git a/packages/ui/primitives/document-flow/advanced-fields/radio.tsx b/packages/ui/primitives/document-flow/advanced-fields/radio.tsx
deleted file mode 100644
index 28af5a10f..000000000
--- a/packages/ui/primitives/document-flow/advanced-fields/radio.tsx
+++ /dev/null
@@ -1,49 +0,0 @@
-import { ZRadioFieldMeta } from '@documenso/lib/types/field-meta';
-import type { TRadioFieldMeta } from '@documenso/lib/types/field-meta';
-import { Label } from '@documenso/ui/primitives/label';
-import { RadioGroup, RadioGroupItem } from '@documenso/ui/primitives/radio-group';
-
-import { FieldIcon } from '../field-icon';
-import type { TDocumentFlowFormSchema } from '../types';
-
-type Field = TDocumentFlowFormSchema['fields'][0];
-
-export type RadioFieldProps = {
-  field: Field;
-};
-
-export const RadioField = ({ field }: RadioFieldProps) => {
-  let parsedFieldMeta: TRadioFieldMeta | undefined = undefined;
-
-  if (field.fieldMeta) {
-    parsedFieldMeta = ZRadioFieldMeta.parse(field.fieldMeta);
-  }
-
-  if (parsedFieldMeta && (!parsedFieldMeta.values || parsedFieldMeta.values.length === 0)) {
-    return <FieldIcon fieldMeta={field.fieldMeta} type={field.type} />;
-  }
-
-  return (
-    <div className="flex flex-col gap-y-2">
-      {!parsedFieldMeta?.values ? (
-        <FieldIcon fieldMeta={field.fieldMeta} type={field.type} />
-      ) : (
-        <RadioGroup className="gap-y-1">
-          {parsedFieldMeta.values?.map((item, index) => (
-            <div key={index} className="flex items-center gap-x-1.5">
-              <RadioGroupItem
-                className="dark:border-field-border pointer-events-none h-3 w-3"
-                value={item.value}
-                id={`option-${index}`}
-                checked={item.checked}
-              />
-              <Label htmlFor={`option-${index}`} className="text-xs font-normal text-black">
-                {item.value}
-              </Label>
-            </div>
-          ))}
-        </RadioGroup>
-      )}
-    </div>
-  );
-};
diff --git a/packages/ui/primitives/document-flow/field-content.tsx b/packages/ui/primitives/document-flow/field-content.tsx
new file mode 100644
index 000000000..c80287257
--- /dev/null
+++ b/packages/ui/primitives/document-flow/field-content.tsx
@@ -0,0 +1,188 @@
+import { useLingui } from '@lingui/react';
+import type { DocumentMeta, Signature, TemplateMeta } from '@prisma/client';
+import { FieldType } from '@prisma/client';
+import { ChevronDown } from 'lucide-react';
+
+import {
+  DEFAULT_DOCUMENT_DATE_FORMAT,
+  convertToLocalSystemFormat,
+} from '@documenso/lib/constants/date-formats';
+import type { TFieldMetaSchema } from '@documenso/lib/types/field-meta';
+import { fromCheckboxValue } from '@documenso/lib/universal/field-checkbox';
+
+import { cn } from '../../lib/utils';
+import { Checkbox } from '../checkbox';
+import { Label } from '../label';
+import { RadioGroup, RadioGroupItem } from '../radio-group';
+import { FRIENDLY_FIELD_TYPE } from './types';
+
+type FieldIconProps = {
+  /**
+   * Loose field type since this is used for partial fields.
+   */
+  field: {
+    inserted?: boolean;
+    customText?: string;
+    type: FieldType;
+    fieldMeta?: TFieldMetaSchema | null;
+    signature?: Signature | null;
+  };
+  documentMeta?: DocumentMeta | TemplateMeta;
+};
+
+/**
+ * Renders the content inside field containers prior to sealing.
+ */
+export const FieldContent = ({ field, documentMeta }: FieldIconProps) => {
+  const { _ } = useLingui();
+
+  const { type, fieldMeta } = field;
+
+  // Only render checkbox if values exist, otherwise render the empty checkbox field content.
+  if (
+    field.type === FieldType.CHECKBOX &&
+    field.fieldMeta?.type === 'checkbox' &&
+    field.fieldMeta.values &&
+    field.fieldMeta.values.length > 0
+  ) {
+    let checkedValues: string[] = [];
+
+    try {
+      checkedValues = fromCheckboxValue(field.customText ?? '');
+    } catch (err) {
+      // Do nothing.
+
+      console.error(err);
+    }
+
+    return (
+      <div className="flex flex-col gap-y-1 py-0.5">
+        {field.fieldMeta.values.map((item, index) => (
+          <div key={index} className="flex items-center">
+            <Checkbox
+              className="h-3 w-3"
+              id={`checkbox-${index}`}
+              checked={checkedValues.includes(
+                item.value === '' ? `empty-value-${index + 1}` : item.value, // I got no idea...
+              )}
+            />
+
+            {item.value && (
+              <Label
+                htmlFor={`checkbox-${index}`}
+                className="text-foreground ml-1.5 text-xs font-normal"
+              >
+                {item.value}
+              </Label>
+            )}
+          </div>
+        ))}
+      </div>
+    );
+  }
+
+  // Only render radio if values exist, otherwise render the empty radio field content.
+  if (
+    field.type === FieldType.RADIO &&
+    field.fieldMeta?.type === 'radio' &&
+    field.fieldMeta.values &&
+    field.fieldMeta.values.length > 0
+  ) {
+    return (
+      <div className="flex flex-col gap-y-2 py-0.5">
+        <RadioGroup className="gap-y-1">
+          {field.fieldMeta.values.map((item, index) => (
+            <div key={index} className="flex items-center">
+              <RadioGroupItem
+                className="pointer-events-none h-3 w-3"
+                value={item.value}
+                id={`option-${index}`}
+                checked={item.value === field.customText}
+              />
+              {item.value && (
+                <Label
+                  htmlFor={`option-${index}`}
+                  className="text-foreground ml-1.5 text-xs font-normal"
+                >
+                  {item.value}
+                </Label>
+              )}
+            </div>
+          ))}
+        </RadioGroup>
+      </div>
+    );
+  }
+
+  if (
+    field.type === FieldType.DROPDOWN &&
+    field.fieldMeta?.type === 'dropdown' &&
+    !field.inserted
+  ) {
+    return (
+      <div className="text-field-card-foreground flex flex-row items-center py-0.5 text-[clamp(0.07rem,25cqw,0.825rem)] text-sm">
+        <p>Select</p>
+        <ChevronDown className="h-4 w-4" />
+      </div>
+    );
+  }
+
+  if (
+    field.type === FieldType.SIGNATURE &&
+    field.signature?.signatureImageAsBase64 &&
+    field.inserted
+  ) {
+    return (
+      <img
+        src={field.signature.signatureImageAsBase64}
+        alt="Signature"
+        className="h-full w-full object-contain"
+      />
+    );
+  }
+
+  let textToDisplay = fieldMeta?.label || _(FRIENDLY_FIELD_TYPE[type]) || '';
+
+  const isSignatureField =
+    field.type === FieldType.SIGNATURE || field.type === FieldType.FREE_SIGNATURE;
+
+  // Trim default labels.
+  if (textToDisplay.length > 20) {
+    textToDisplay = textToDisplay.substring(0, 20) + '...';
+  }
+
+  if (field.inserted) {
+    if (field.customText) {
+      textToDisplay = field.customText;
+    }
+
+    if (field.type === FieldType.DATE) {
+      textToDisplay = convertToLocalSystemFormat(
+        field.customText ?? '',
+        documentMeta?.dateFormat ?? DEFAULT_DOCUMENT_DATE_FORMAT,
+      );
+    }
+
+    if (isSignatureField && field.signature?.typedSignature) {
+      textToDisplay = field.signature.typedSignature;
+    }
+  }
+
+  const textAlign = fieldMeta && 'textAlign' in fieldMeta ? fieldMeta.textAlign : 'left';
+
+  return (
+    <div
+      className={cn(
+        'text-field-card-foreground flex h-full w-full items-center justify-center gap-x-1.5 overflow-clip whitespace-nowrap text-center text-[clamp(0.07rem,25cqw,0.825rem)]',
+        {
+          // Using justify instead of align because we also vertically center the text.
+          'justify-start': field.inserted && !isSignatureField && textAlign === 'left',
+          'justify-end': field.inserted && !isSignatureField && textAlign === 'right',
+          'font-signature text-[clamp(0.07rem,25cqw,1.125rem)]': isSignatureField,
+        },
+      )}
+    >
+      {textToDisplay}
+    </div>
+  );
+};
diff --git a/packages/ui/primitives/document-flow/field-icon.tsx b/packages/ui/primitives/document-flow/field-icon.tsx
deleted file mode 100644
index f1b9e412a..000000000
--- a/packages/ui/primitives/document-flow/field-icon.tsx
+++ /dev/null
@@ -1,72 +0,0 @@
-import { Trans } from '@lingui/react/macro';
-import { FieldType } from '@prisma/client';
-import {
-  CalendarDays,
-  CheckSquare,
-  ChevronDown,
-  Contact,
-  Disc,
-  Hash,
-  Mail,
-  Type,
-  User,
-} from 'lucide-react';
-
-import type { TFieldMetaSchema as FieldMetaType } from '@documenso/lib/types/field-meta';
-
-import { cn } from '../../lib/utils';
-
-type FieldIconProps = {
-  fieldMeta: FieldMetaType;
-  type: FieldType;
-};
-
-const fieldIcons = {
-  [FieldType.INITIALS]: { icon: Contact, label: 'Initials' },
-  [FieldType.EMAIL]: { icon: Mail, label: 'Email' },
-  [FieldType.NAME]: { icon: User, label: 'Name' },
-  [FieldType.DATE]: { icon: CalendarDays, label: 'Date' },
-  [FieldType.TEXT]: { icon: Type, label: 'Text' },
-  [FieldType.NUMBER]: { icon: Hash, label: 'Number' },
-  [FieldType.RADIO]: { icon: Disc, label: 'Radio' },
-  [FieldType.CHECKBOX]: { icon: CheckSquare, label: 'Checkbox' },
-  [FieldType.DROPDOWN]: { icon: ChevronDown, label: 'Select' },
-};
-
-export const FieldIcon = ({ fieldMeta, type }: FieldIconProps) => {
-  if (type === 'SIGNATURE' || type === 'FREE_SIGNATURE') {
-    return (
-      <div
-        className={cn(
-          'text-field-card-foreground font-signature flex items-center justify-center gap-x-1 text-[clamp(0.575rem,25cqw,1.2rem)]',
-        )}
-      >
-        <Trans>Signature</Trans>
-      </div>
-    );
-  } else {
-    const Icon = fieldIcons[type]?.icon;
-    let label;
-
-    if (fieldMeta && (type === 'TEXT' || type === 'NUMBER')) {
-      if (type === 'TEXT' && 'text' in fieldMeta && fieldMeta.text && !fieldMeta.label) {
-        label =
-          fieldMeta.text.length > 20 ? fieldMeta.text.substring(0, 20) + '...' : fieldMeta.text;
-      } else if (fieldMeta.label) {
-        label =
-          fieldMeta.label.length > 20 ? fieldMeta.label.substring(0, 20) + '...' : fieldMeta.label;
-      } else {
-        label = fieldIcons[type]?.label;
-      }
-    } else {
-      label = fieldIcons[type]?.label;
-    }
-
-    return (
-      <div className="text-field-card-foreground flex items-center justify-center gap-x-1.5 text-[clamp(0.425rem,25cqw,0.825rem)]">
-        <Icon className="h-[clamp(0.625rem,20cqw,0.925rem)] w-[clamp(0.625rem,20cqw,0.925rem)]" />{' '}
-        {label}
-      </div>
-    );
-  }
-};
diff --git a/packages/ui/primitives/document-flow/field-item-advanced-settings.tsx b/packages/ui/primitives/document-flow/field-item-advanced-settings.tsx
index ea6097f73..37d194210 100644
--- a/packages/ui/primitives/document-flow/field-item-advanced-settings.tsx
+++ b/packages/ui/primitives/document-flow/field-item-advanced-settings.tsx
@@ -229,11 +229,19 @@ export const FieldAdvancedSettings = forwardRef<HTMLDivElement, FieldAdvancedSet
     return (
       <div ref={ref} className="flex h-full flex-col">
         <DocumentFlowFormContainerHeader title={title} description={description} />
+
         <DocumentFlowFormContainerContent>
           {isDocumentPdfLoaded &&
-            fields.map((field, index) => (
+            fields.map((localField, index) => (
               <span key={index} className="opacity-75 active:pointer-events-none">
-                <FieldItem key={index} field={field} disabled={true} />
+                <FieldItem
+                  key={index}
+                  field={localField}
+                  disabled={true}
+                  fieldClassName={
+                    localField.formId === field.formId ? 'ring-red-400' : 'ring-neutral-200'
+                  }
+                />
               </span>
             ))}
 
diff --git a/packages/ui/primitives/document-flow/field-item.tsx b/packages/ui/primitives/document-flow/field-item.tsx
index f96fd3aee..3b9a2d8d2 100644
--- a/packages/ui/primitives/document-flow/field-item.tsx
+++ b/packages/ui/primitives/document-flow/field-item.tsx
@@ -4,23 +4,21 @@ import { FieldType } from '@prisma/client';
 import { CopyPlus, Settings2, Trash } from 'lucide-react';
 import { createPortal } from 'react-dom';
 import { Rnd } from 'react-rnd';
-import { match } from 'ts-pattern';
 
 import { PDF_VIEWER_PAGE_SELECTOR } from '@documenso/lib/constants/pdf-viewer';
 import type { TFieldMetaSchema } from '@documenso/lib/types/field-meta';
 import { ZCheckboxFieldMeta, ZRadioFieldMeta } from '@documenso/lib/types/field-meta';
 
-import { useSignerColors } from '../../lib/signer-colors';
+import { useRecipientColors } from '../../lib/recipient-colors';
 import { cn } from '../../lib/utils';
-import { CheckboxField } from './advanced-fields/checkbox';
-import { RadioField } from './advanced-fields/radio';
-import { FieldIcon } from './field-icon';
+import { FieldContent } from './field-content';
 import type { TDocumentFlowFormSchema } from './types';
 
 type Field = TDocumentFlowFormSchema['fields'][0];
 
 export type FieldItemProps = {
   field: Field;
+  fieldClassName?: string;
   passive?: boolean;
   disabled?: boolean;
   minHeight?: number;
@@ -35,14 +33,17 @@ export type FieldItemProps = {
   onFocus?: () => void;
   onBlur?: () => void;
   recipientIndex?: number;
-  hideRecipients?: boolean;
   hasErrors?: boolean;
   active?: boolean;
   onFieldActivate?: () => void;
   onFieldDeactivate?: () => void;
 };
 
+/**
+ * The item when editing fields??
+ */
 export const FieldItem = ({
+  fieldClassName,
   field,
   passive,
   disabled,
@@ -58,7 +59,6 @@ export const FieldItem = ({
   onBlur,
   onAdvancedSettings,
   recipientIndex = 0,
-  hideRecipients = false,
   hasErrors,
   active,
   onFieldActivate,
@@ -73,7 +73,7 @@ export const FieldItem = ({
   const [settingsActive, setSettingsActive] = useState(false);
   const $el = useRef(null);
 
-  const signerStyles = useSignerColors(recipientIndex);
+  const signerStyles = useRecipientColors(recipientIndex);
 
   const advancedField = [
     'NUMBER',
@@ -209,7 +209,7 @@ export const FieldItem = ({
   return createPortal(
     <Rnd
       key={coords.pageX + coords.pageY + coords.pageHeight + coords.pageWidth}
-      className={cn('group', {
+      className={cn('dark-mode-disabled group', {
         'pointer-events-none': passive,
         'pointer-events-none cursor-not-allowed opacity-75': disabled,
         'z-50': active && !disabled,
@@ -260,11 +260,12 @@ export const FieldItem = ({
 
       <div
         className={cn(
-          'relative flex h-full w-full items-center justify-center bg-white',
-          !hasErrors && signerStyles.default.base,
-          !hasErrors && signerStyles.default.fieldItem,
+          'group/field-item relative flex h-full w-full items-center justify-center rounded-[2px] bg-white/90 px-2 ring-2 transition-colors',
+          !hasErrors && signerStyles.base,
+          !hasErrors && signerStyles.fieldItem,
+          fieldClassName,
           {
-            'rounded-lg border border-red-400 bg-red-400/20 shadow-[0_0_0_5px_theme(colors.red.500/10%),0_0_0_2px_theme(colors.red.500/40%),0_0_0_0.5px_theme(colors.red.500)]':
+            'rounded-[2px] border bg-red-400/20 shadow-[0_0_0_5px_theme(colors.red.500/10%),0_0_0_2px_theme(colors.red.500/40%),0_0_0_0.5px_theme(colors.red.500)] ring-red-400':
               hasErrors,
           },
           !fixedSize && '[container-type:size]',
@@ -279,37 +280,31 @@ export const FieldItem = ({
         ref={$el}
         data-field-id={field.nativeId}
       >
-        {match(field.type)
-          .with('CHECKBOX', () => <CheckboxField field={field} />)
-          .with('RADIO', () => <RadioField field={field} />)
-          .otherwise(() => (
-            <FieldIcon fieldMeta={field.fieldMeta} type={field.type} />
-          ))}
+        <FieldContent field={field} />
 
-        {!hideRecipients && (
-          <div className="absolute -right-5 top-0 z-20 hidden h-full w-5 items-center justify-center group-hover:flex">
-            <div
-              className={cn(
-                'flex h-5 w-5 flex-col items-center justify-center rounded-r-md text-[0.5rem] font-bold text-white',
-                signerStyles.default.fieldItemInitials,
-                {
-                  '!opacity-50': disabled || passive,
-                },
-              )}
-            >
-              {(field.signerEmail?.charAt(0)?.toUpperCase() ?? '') +
-                (field.signerEmail?.charAt(1)?.toUpperCase() ?? '')}
-            </div>
+        {/* On hover, display recipient initials on side of field.  */}
+        <div className="absolute -right-5 top-0 z-20 hidden h-full w-5 items-center justify-center group-hover:flex">
+          <div
+            className={cn(
+              'flex h-5 w-5 flex-col items-center justify-center rounded-r-md text-[0.5rem] font-bold text-white opacity-0 transition duration-200 group-hover/field-item:opacity-100',
+              signerStyles.fieldItemInitials,
+              {
+                '!opacity-50': disabled || passive,
+              },
+            )}
+          >
+            {(field.signerEmail?.charAt(0)?.toUpperCase() ?? '') +
+              (field.signerEmail?.charAt(1)?.toUpperCase() ?? '')}
           </div>
-        )}
+        </div>
       </div>
 
       {!disabled && settingsActive && (
-        <div className="z-[60] mt-1 flex justify-center">
-          <div className="dark:bg-background group flex items-center justify-evenly gap-x-1 rounded-md border bg-gray-900 p-0.5">
+        <div className="absolute z-[60] mt-1 flex w-full items-center justify-center">
+          <div className="group flex items-center justify-evenly gap-x-1 rounded-md border bg-gray-900 p-0.5">
             {advancedField && (
               <button
-                className="dark:text-muted-foreground/50 dark:hover:text-muted-foreground dark:hover:bg-foreground/10 rounded-sm p-1.5 text-gray-400 transition-colors hover:bg-white/10 hover:text-gray-100"
+                className="rounded-sm p-1.5 text-gray-400 transition-colors hover:bg-white/10 hover:text-gray-100"
                 onClick={onAdvancedSettings}
                 onTouchEnd={onAdvancedSettings}
               >
@@ -318,7 +313,7 @@ export const FieldItem = ({
             )}
 
             <button
-              className="dark:text-muted-foreground/50 dark:hover:text-muted-foreground dark:hover:bg-foreground/10 rounded-sm p-1.5 text-gray-400 transition-colors hover:bg-white/10 hover:text-gray-100"
+              className="rounded-sm p-1.5 text-gray-400 transition-colors hover:bg-white/10 hover:text-gray-100"
               onClick={onDuplicate}
               onTouchEnd={onDuplicate}
             >
@@ -326,7 +321,7 @@ export const FieldItem = ({
             </button>
 
             <button
-              className="dark:text-muted-foreground/50 dark:hover:text-muted-foreground dark:hover:bg-foreground/10 rounded-sm p-1.5 text-gray-400 transition-colors hover:bg-white/10 hover:text-gray-100"
+              className="rounded-sm p-1.5 text-gray-400 transition-colors hover:bg-white/10 hover:text-gray-100"
               onClick={onRemove}
               onTouchEnd={onRemove}
             >
diff --git a/packages/ui/primitives/document-flow/show-field-item.tsx b/packages/ui/primitives/document-flow/show-field-item.tsx
deleted file mode 100644
index ef21465f8..000000000
--- a/packages/ui/primitives/document-flow/show-field-item.tsx
+++ /dev/null
@@ -1,49 +0,0 @@
-import { useLingui } from '@lingui/react';
-import { FieldType, type Prisma } from '@prisma/client';
-import { createPortal } from 'react-dom';
-
-import { useFieldPageCoords } from '@documenso/lib/client-only/hooks/use-field-page-coords';
-import { parseMessageDescriptor } from '@documenso/lib/utils/i18n';
-
-import { cn } from '../../lib/utils';
-import { Card, CardContent } from '../card';
-import { FRIENDLY_FIELD_TYPE } from './types';
-
-export type ShowFieldItemProps = {
-  field: Prisma.FieldGetPayload<null>;
-  recipients: Prisma.RecipientGetPayload<null>[];
-};
-
-export const ShowFieldItem = ({ field }: ShowFieldItemProps) => {
-  const { _ } = useLingui();
-
-  const coords = useFieldPageCoords(field);
-
-  return createPortal(
-    <div
-      className={cn('pointer-events-none absolute z-10 opacity-75')}
-      style={{
-        top: `${coords.y}px`,
-        left: `${coords.x}px`,
-        height: `${coords.height}px`,
-        width: `${coords.width}px`,
-      }}
-    >
-      <Card className={cn('bg-background h-full w-full [container-type:size]')}>
-        <CardContent
-          className={cn(
-            'text-muted-foreground/50 flex h-full w-full flex-col items-center justify-center p-0 text-[clamp(0.575rem,1.8cqw,1.2rem)] leading-none',
-            field.type === FieldType.SIGNATURE && 'font-signature',
-          )}
-        >
-          {parseMessageDescriptor(_, FRIENDLY_FIELD_TYPE[field.type])}
-
-          {/* <p className="text-muted-foreground/50 w-full truncate text-center text-xs">
-            {signerEmail}
-          </p> */}
-        </CardContent>
-      </Card>
-    </div>,
-    document.body,
-  );
-};
diff --git a/packages/ui/primitives/element-visible.tsx b/packages/ui/primitives/element-visible.tsx
index 032f3c115..fda3f402d 100644
--- a/packages/ui/primitives/element-visible.tsx
+++ b/packages/ui/primitives/element-visible.tsx
@@ -12,7 +12,12 @@ export const ElementVisible = ({ target, children }: ElementVisibleProps) => {
     const observer = new MutationObserver((_mutations) => {
       const $el = document.querySelector(target);
 
-      setVisible(!!$el);
+      // Wait a fraction of a second to allow the scrollbar to load if it exists.
+      // If we don't wait, then the elements on the first page will be
+      // shifted across.
+      setTimeout(() => {
+        setVisible(!!$el);
+      }, 100);
     });
 
     observer.observe(document.body, {
diff --git a/packages/ui/primitives/popover.tsx b/packages/ui/primitives/popover.tsx
index d6d7a8f81..906206e4b 100644
--- a/packages/ui/primitives/popover.tsx
+++ b/packages/ui/primitives/popover.tsx
@@ -30,11 +30,12 @@ PopoverContent.displayName = PopoverPrimitive.Content.displayName;
 
 type PopoverHoverProps = {
   trigger: React.ReactNode;
+  side?: 'top' | 'bottom' | 'left' | 'right';
   children: React.ReactNode;
   contentProps?: React.ComponentPropsWithoutRef<typeof PopoverContent>;
 };
 
-const PopoverHover = ({ trigger, children, contentProps }: PopoverHoverProps) => {
+const PopoverHover = ({ trigger, children, contentProps, side = 'top' }: PopoverHoverProps) => {
   const [open, setOpen] = React.useState(false);
 
   const isControlled = React.useRef(false);
@@ -79,7 +80,7 @@ const PopoverHover = ({ trigger, children, contentProps }: PopoverHoverProps) =>
       </PopoverTrigger>
 
       <PopoverContent
-        side="top"
+        side={side}
         onMouseEnter={onMouseEnter}
         onMouseLeave={onMouseLeave}
         {...contentProps}
diff --git a/packages/ui/primitives/recipient-selector.tsx b/packages/ui/primitives/recipient-selector.tsx
index 7e3d16865..d47ba89ef 100644
--- a/packages/ui/primitives/recipient-selector.tsx
+++ b/packages/ui/primitives/recipient-selector.tsx
@@ -9,7 +9,7 @@ import { sortBy } from 'remeda';
 
 import { RECIPIENT_ROLES_DESCRIPTION } from '@documenso/lib/constants/recipient-roles';
 
-import { getSignerColorStyles } from '../lib/signer-colors';
+import { getRecipientColorStyles } from '../lib/recipient-colors';
 import { cn } from '../lib/utils';
 import { Button } from './button';
 import { Command, CommandEmpty, CommandGroup, CommandInput, CommandItem } from './command';
@@ -78,12 +78,12 @@ export const RecipientSelector = ({
           role="combobox"
           className={cn(
             'bg-background text-muted-foreground hover:text-foreground justify-between font-normal',
-            getSignerColorStyles(
+            getRecipientColorStyles(
               Math.max(
                 recipients.findIndex((r) => r.id === selectedRecipient?.id),
                 0,
               ),
-            ).default.base,
+            ).base,
             className,
           )}
         >
@@ -131,12 +131,12 @@ export const RecipientSelector = ({
                   key={recipient.id}
                   className={cn(
                     'px-2 last:mb-1 [&:not(:first-child)]:mt-1',
-                    getSignerColorStyles(
+                    getRecipientColorStyles(
                       Math.max(
                         recipients.findIndex((r) => r.id === recipient.id),
                         0,
                       ),
-                    ).default.comboxBoxItem,
+                    ).comboxBoxItem,
                     {
                       'text-muted-foreground': recipient.sendStatus === SendStatus.SENT,
                     },
diff --git a/packages/ui/primitives/template-flow/add-template-fields.tsx b/packages/ui/primitives/template-flow/add-template-fields.tsx
index f82c9656f..ef18dab06 100644
--- a/packages/ui/primitives/template-flow/add-template-fields.tsx
+++ b/packages/ui/primitives/template-flow/add-template-fields.tsx
@@ -53,7 +53,7 @@ import { FRIENDLY_FIELD_TYPE } from '@documenso/ui/primitives/document-flow/type
 import { Popover, PopoverContent, PopoverTrigger } from '@documenso/ui/primitives/popover';
 import { useToast } from '@documenso/ui/primitives/use-toast';
 
-import { getSignerColorStyles, useSignerColors } from '../../lib/signer-colors';
+import { getRecipientColorStyles, useRecipientColors } from '../../lib/recipient-colors';
 import type { FieldFormType } from '../document-flow/add-fields';
 import { FieldAdvancedSettings } from '../document-flow/field-item-advanced-settings';
 import { Form } from '../form/form';
@@ -68,7 +68,6 @@ const DEFAULT_WIDTH_PX = MIN_WIDTH_PX * 2.5;
 
 export type AddTemplateFieldsFormProps = {
   documentFlow: DocumentFlowStep;
-  hideRecipients?: boolean;
   recipients: Recipient[];
   fields: Field[];
   onSubmit: (_data: TAddTemplateFieldsFormSchema) => void;
@@ -77,7 +76,6 @@ export type AddTemplateFieldsFormProps = {
 
 export const AddTemplateFieldsFormPartial = ({
   documentFlow,
-  hideRecipients = false,
   recipients,
   fields,
   onSubmit,
@@ -136,7 +134,7 @@ export const AddTemplateFieldsFormPartial = ({
   const [showRecipientsSelector, setShowRecipientsSelector] = useState(false);
 
   const selectedSignerIndex = recipients.findIndex((r) => r.id === selectedSigner?.id);
-  const selectedSignerStyles = useSignerColors(
+  const selectedSignerStyles = useRecipientColors(
     selectedSignerIndex === -1 ? 0 : selectedSignerIndex,
   );
 
@@ -505,8 +503,8 @@ export const AddTemplateFieldsFormPartial = ({
               {selectedField && (
                 <div
                   className={cn(
-                    'text-muted-foreground dark:text-muted-background pointer-events-none fixed z-50 flex cursor-pointer flex-col items-center justify-center bg-white transition duration-200 [container-type:size]',
-                    selectedSignerStyles.default.base,
+                    'text-muted-foreground dark:text-muted-background pointer-events-none fixed z-50 flex cursor-pointer flex-col items-center justify-center rounded-[2px] bg-white ring-2 transition duration-200 [container-type:size]',
+                    selectedSignerStyles?.base,
                     {
                       '-rotate-6 scale-90 opacity-50 dark:bg-black/20': !isFieldWithinBounds,
                       'dark:text-black/60': isFieldWithinBounds,
@@ -549,7 +547,6 @@ export const AddTemplateFieldsFormPartial = ({
                       setCurrentField(field);
                       handleAdvancedSettings();
                     }}
-                    hideRecipients={hideRecipients}
                     active={activeFieldId === field.formId}
                     onFieldActivate={() => setActiveFieldId(field.formId)}
                     onFieldDeactivate={() => setActiveFieldId(null)}
@@ -557,99 +554,98 @@ export const AddTemplateFieldsFormPartial = ({
                 );
               })}
 
-              {!hideRecipients && (
-                <Popover open={showRecipientsSelector} onOpenChange={setShowRecipientsSelector}>
-                  <PopoverTrigger asChild>
-                    <Button
-                      type="button"
-                      variant="outline"
-                      role="combobox"
-                      className={cn(
-                        'bg-background text-muted-foreground hover:text-foreground mb-12 mt-2 justify-between font-normal',
-                        selectedSignerStyles.default.base,
-                      )}
-                    >
-                      {selectedSigner?.email && (
-                        <span className="flex-1 truncate text-left">
-                          {selectedSigner?.name} ({selectedSigner?.email})
-                        </span>
-                      )}
+              <Popover open={showRecipientsSelector} onOpenChange={setShowRecipientsSelector}>
+                <PopoverTrigger asChild>
+                  <Button
+                    type="button"
+                    variant="outline"
+                    role="combobox"
+                    className={cn(
+                      'bg-background text-muted-foreground hover:text-foreground mb-12 mt-2 justify-between font-normal',
+                      selectedSignerStyles?.comboxBoxTrigger,
+                    )}
+                  >
+                    {selectedSigner?.email && (
+                      <span className="flex-1 truncate text-left">
+                        {selectedSigner?.name} ({selectedSigner?.email})
+                      </span>
+                    )}
 
-                      {!selectedSigner?.email && (
-                        <span className="gradie flex-1 truncate text-left">
-                          {selectedSigner?.email}
-                        </span>
-                      )}
+                    {!selectedSigner?.email && (
+                      <span className="gradie flex-1 truncate text-left">
+                        {selectedSigner?.email}
+                      </span>
+                    )}
 
-                      <ChevronsUpDown className="ml-2 h-4 w-4" />
-                    </Button>
-                  </PopoverTrigger>
+                    <ChevronsUpDown className="ml-2 h-4 w-4" />
+                  </Button>
+                </PopoverTrigger>
 
-                  <PopoverContent className="p-0" align="start">
-                    <Command value={selectedSigner?.email}>
-                      <CommandInput />
+                <PopoverContent className="p-0" align="start">
+                  <Command value={selectedSigner?.email}>
+                    <CommandInput />
 
-                      <CommandEmpty>
-                        <span className="text-muted-foreground inline-block px-4">
-                          <Trans>No recipient matching this description was found.</Trans>
-                        </span>
-                      </CommandEmpty>
+                    <CommandEmpty>
+                      <span className="text-muted-foreground inline-block px-4">
+                        <Trans>No recipient matching this description was found.</Trans>
+                      </span>
+                    </CommandEmpty>
 
-                      {recipientsByRoleToDisplay.map(([role, roleRecipients], roleIndex) => (
-                        <CommandGroup key={roleIndex}>
-                          <div className="text-muted-foreground mb-1 ml-2 mt-2 text-xs font-medium">
-                            {_(RECIPIENT_ROLES_DESCRIPTION[role].roleNamePlural)}
+                    {/* Note: This is duplicated in `add-fields.tsx` */}
+                    {recipientsByRoleToDisplay.map(([role, roleRecipients], roleIndex) => (
+                      <CommandGroup key={roleIndex}>
+                        <div className="text-muted-foreground mb-1 ml-2 mt-2 text-xs font-medium">
+                          {_(RECIPIENT_ROLES_DESCRIPTION[role].roleNamePlural)}
+                        </div>
+
+                        {roleRecipients.length === 0 && (
+                          <div
+                            key={`${role}-empty`}
+                            className="text-muted-foreground/80 px-4 pb-4 pt-2.5 text-center text-xs"
+                          >
+                            <Trans>No recipients with this role</Trans>
                           </div>
+                        )}
 
-                          {roleRecipients.length === 0 && (
-                            <div
-                              key={`${role}-empty`}
-                              className="text-muted-foreground/80 px-4 pb-4 pt-2.5 text-center text-xs"
+                        {roleRecipients.map((recipient) => (
+                          <CommandItem
+                            key={recipient.id}
+                            className={cn(
+                              'px-2 last:mb-1 [&:not(:first-child)]:mt-1',
+                              getRecipientColorStyles(
+                                Math.max(
+                                  recipients.findIndex((r) => r.id === recipient.id),
+                                  0,
+                                ),
+                              )?.comboxBoxItem,
+                            )}
+                            onSelect={() => {
+                              setSelectedSigner(recipient);
+                              setShowRecipientsSelector(false);
+                            }}
+                          >
+                            <span
+                              className={cn('text-foreground/70 truncate', {
+                                'text-foreground/80': recipient === selectedSigner,
+                              })}
                             >
-                              <Trans>No recipients with this role</Trans>
-                            </div>
-                          )}
-
-                          {roleRecipients.map((recipient) => (
-                            <CommandItem
-                              key={recipient.id}
-                              className={cn(
-                                'px-2 last:mb-1 [&:not(:first-child)]:mt-1',
-                                getSignerColorStyles(
-                                  Math.max(
-                                    recipients.findIndex((r) => r.id === recipient.id),
-                                    0,
-                                  ),
-                                ).default.comboxBoxItem,
+                              {recipient.name && (
+                                <span title={`${recipient.name} (${recipient.email})`}>
+                                  {recipient.name} ({recipient.email})
+                                </span>
                               )}
-                              onSelect={() => {
-                                setSelectedSigner(recipient);
-                                setShowRecipientsSelector(false);
-                              }}
-                            >
-                              <span
-                                className={cn('text-foreground/70 truncate', {
-                                  'text-foreground/80': recipient === selectedSigner,
-                                })}
-                              >
-                                {recipient.name && (
-                                  <span title={`${recipient.name} (${recipient.email})`}>
-                                    {recipient.name} ({recipient.email})
-                                  </span>
-                                )}
 
-                                {!recipient.name && (
-                                  <span title={recipient.email}>{recipient.email}</span>
-                                )}
-                              </span>
-                            </CommandItem>
-                          ))}
-                        </CommandGroup>
-                      ))}
-                    </Command>
-                  </PopoverContent>
-                </Popover>
-              )}
+                              {!recipient.name && (
+                                <span title={recipient.email}>{recipient.email}</span>
+                              )}
+                            </span>
+                          </CommandItem>
+                        ))}
+                      </CommandGroup>
+                    ))}
+                  </Command>
+                </PopoverContent>
+              </Popover>
 
               <Form {...form}>
                 <div className="-mx-2 flex-1 overflow-y-auto px-2">
diff --git a/packages/ui/primitives/template-flow/add-template-placeholder-recipients.tsx b/packages/ui/primitives/template-flow/add-template-placeholder-recipients.tsx
index 03b3444ce..a4e65d64c 100644
--- a/packages/ui/primitives/template-flow/add-template-placeholder-recipients.tsx
+++ b/packages/ui/primitives/template-flow/add-template-placeholder-recipients.tsx
@@ -25,6 +25,10 @@ import { FormErrorMessage } from '@documenso/ui/primitives/form/form-error-messa
 import { Input } from '@documenso/ui/primitives/input';
 import { toast } from '@documenso/ui/primitives/use-toast';
 
+import {
+  DocumentReadOnlyFields,
+  mapFieldsWithRecipients,
+} from '../../components/document/document-read-only-fields';
 import { Checkbox } from '../checkbox';
 import {
   DocumentFlowFormContainerActions,
@@ -33,7 +37,6 @@ import {
   DocumentFlowFormContainerHeader,
   DocumentFlowFormContainerStep,
 } from '../document-flow/document-flow-root';
-import { ShowFieldItem } from '../document-flow/show-field-item';
 import { SigningOrderConfirmation } from '../document-flow/signing-order-confirmation';
 import type { DocumentFlowStep } from '../document-flow/types';
 import { Form, FormControl, FormField, FormItem, FormLabel, FormMessage } from '../form/form';
@@ -391,10 +394,13 @@ export const AddTemplatePlaceholderRecipientsFormPartial = ({
         description={documentFlow.description}
       />
       <DocumentFlowFormContainerContent>
-        {isDocumentPdfLoaded &&
-          fields.map((field, index) => (
-            <ShowFieldItem key={index} field={field} recipients={recipients} />
-          ))}
+        {isDocumentPdfLoaded && (
+          <DocumentReadOnlyFields
+            showRecipientColors={true}
+            recipientIds={recipients.map((recipient) => recipient.id)}
+            fields={mapFieldsWithRecipients(fields, recipients)}
+          />
+        )}
 
         <AnimateGenericFadeInOut motionKey={showAdvancedSettings ? 'Show' : 'Hide'}>
           <Form {...form}>
@@ -500,6 +506,7 @@ export const AddTemplatePlaceholderRecipientsFormPartial = ({
                     ref={provided.innerRef}
                     className="flex w-full flex-col gap-y-2"
                   >
+                    {/* todo */}
                     {signers.map((signer, index) => (
                       <Draggable
                         key={`${signer.id}-${signer.signingOrder}`}
diff --git a/packages/ui/primitives/template-flow/add-template-settings.tsx b/packages/ui/primitives/template-flow/add-template-settings.tsx
index 57f1313cb..2002327c6 100644
--- a/packages/ui/primitives/template-flow/add-template-settings.tsx
+++ b/packages/ui/primitives/template-flow/add-template-settings.tsx
@@ -50,6 +50,10 @@ import {
 } from '@documenso/ui/primitives/form/form';
 
 import { DocumentEmailCheckboxes } from '../../components/document/document-email-checkboxes';
+import {
+  DocumentReadOnlyFields,
+  mapFieldsWithRecipients,
+} from '../../components/document/document-read-only-fields';
 import { DocumentSignatureSettingsTooltip } from '../../components/document/document-signature-settings-tooltip';
 import { Combobox } from '../combobox';
 import {
@@ -59,7 +63,6 @@ import {
   DocumentFlowFormContainerHeader,
   DocumentFlowFormContainerStep,
 } from '../document-flow/document-flow-root';
-import { ShowFieldItem } from '../document-flow/show-field-item';
 import type { DocumentFlowStep } from '../document-flow/types';
 import { Input } from '../input';
 import { MultiSelectCombobox } from '../multi-select-combobox';
@@ -153,10 +156,13 @@ export const AddTemplateSettingsFormPartial = ({
       />
 
       <DocumentFlowFormContainerContent>
-        {isDocumentPdfLoaded &&
-          fields.map((field, index) => (
-            <ShowFieldItem key={index} field={field} recipients={recipients} />
-          ))}
+        {isDocumentPdfLoaded && (
+          <DocumentReadOnlyFields
+            showRecipientColors={true}
+            recipientIds={recipients.map((recipient) => recipient.id)}
+            fields={mapFieldsWithRecipients(fields, recipients)}
+          />
+        )}
 
         <Form {...form}>
           <fieldset
diff --git a/packages/ui/styles/theme.css b/packages/ui/styles/theme.css
index dd973aa62..facb8be4c 100644
--- a/packages/ui/styles/theme.css
+++ b/packages/ui/styles/theme.css
@@ -3,7 +3,8 @@
 @tailwind utilities;
 
 @layer base {
-  :root {
+  :root,
+  .dark-mode-disabled {
     --background: 0 0% 100%;
     --foreground: 222.2 47.4% 11.2%;
 
@@ -48,12 +49,12 @@
 
     --gold: 47.9 95.8% 53.1%;
 
-    --signer-green: 100 48% 55%;
-    --signer-blue: 212 56% 50%;
-    --signer-purple: 266 100% 64%;
-    --signer-orange: 36 92% 54%;
-    --signer-yellow: 51 100% 43%;
-    --signer-pink: 313 65% 57%;
+    --recipient-green: 100 48% 55%;
+    --recipient-blue: 212 56% 50%;
+    --recipient-purple: 266 100% 64%;
+    --recipient-orange: 36 92% 54%;
+    --recipient-yellow: 51 100% 43%;
+    --recipient-pink: 313 65% 57%;
 
     /* Base - Neutral */
     --new-neutral-50: 0, 0%, 96%;
@@ -190,7 +191,9 @@
 
   body {
     @apply bg-background text-foreground;
-    font-feature-settings: 'rlig' 1, 'calt' 1;
+    font-feature-settings:
+      'rlig' 1,
+      'calt' 1;
   }
 }
 
@@ -210,8 +213,12 @@
 }
 
 .gradient-border-mask::before {
-  mask: linear-gradient(#fff 0 0) content-box, linear-gradient(#fff 0 0);
-  -webkit-mask: linear-gradient(#fff 0 0) content-box, linear-gradient(#fff 0 0);
+  mask:
+    linear-gradient(#fff 0 0) content-box,
+    linear-gradient(#fff 0 0);
+  -webkit-mask:
+    linear-gradient(#fff 0 0) content-box,
+    linear-gradient(#fff 0 0);
   mask-composite: exclude;
   -webkit-mask-composite: xor;
 }