diff --git a/apps/marketing/src/app/(marketing)/singleplayer/client.tsx b/apps/marketing/src/app/(marketing)/singleplayer/client.tsx
index e20b94887..7082c04e1 100644
--- a/apps/marketing/src/app/(marketing)/singleplayer/client.tsx
+++ b/apps/marketing/src/app/(marketing)/singleplayer/client.tsx
@@ -8,7 +8,7 @@ import { useRouter } from 'next/navigation';
 import { useAnalytics } from '@documenso/lib/client-only/hooks/use-analytics';
 import { NEXT_PUBLIC_WEBAPP_URL } from '@documenso/lib/constants/app';
 import { base64 } from '@documenso/lib/universal/base64';
-import { putFile } from '@documenso/lib/universal/upload/put-file';
+import { putPdfFile } from '@documenso/lib/universal/upload/put-file';
 import type { Field, Recipient } from '@documenso/prisma/client';
 import { DocumentDataType, Prisma } from '@documenso/prisma/client';
 import { trpc } from '@documenso/trpc/react';
@@ -115,7 +115,7 @@ export const SinglePlayerClient = () => {
     }
 
     try {
-      const putFileData = await putFile(uploadedFile.file);
+      const putFileData = await putPdfFile(uploadedFile.file);
 
       const documentToken = await createSinglePlayerDocument({
         documentData: {
diff --git a/apps/web/src/app/(dashboard)/documents/upload-document.tsx b/apps/web/src/app/(dashboard)/documents/upload-document.tsx
index 26f1e795c..0a0c029ab 100644
--- a/apps/web/src/app/(dashboard)/documents/upload-document.tsx
+++ b/apps/web/src/app/(dashboard)/documents/upload-document.tsx
@@ -10,8 +10,9 @@ import { useSession } from 'next-auth/react';
 import { useLimits } from '@documenso/ee/server-only/limits/provider/client';
 import { useAnalytics } from '@documenso/lib/client-only/hooks/use-analytics';
 import { APP_DOCUMENT_UPLOAD_SIZE_LIMIT } from '@documenso/lib/constants/app';
+import { AppError } from '@documenso/lib/errors/app-error';
 import { createDocumentData } from '@documenso/lib/server-only/document-data/create-document-data';
-import { putFile } from '@documenso/lib/universal/upload/put-file';
+import { putPdfFile } from '@documenso/lib/universal/upload/put-file';
 import { formatDocumentsPath } from '@documenso/lib/utils/teams';
 import { TRPCClientError } from '@documenso/trpc/client';
 import { trpc } from '@documenso/trpc/react';
@@ -57,7 +58,7 @@ export const UploadDocument = ({ className, team }: UploadDocumentProps) => {
     try {
       setIsLoading(true);
 
-      const { type, data } = await putFile(file);
+      const { type, data } = await putPdfFile(file);
 
       const { id: documentDataId } = await createDocumentData({
         type,
@@ -83,13 +84,21 @@ export const UploadDocument = ({ className, team }: UploadDocumentProps) => {
       });
 
       router.push(`${formatDocumentsPath(team?.url)}/${id}/edit`);
-    } catch (error) {
-      console.error(error);
+    } catch (err) {
+      const error = AppError.parseError(err);
 
-      if (error instanceof TRPCClientError) {
+      console.error(err);
+
+      if (error.code === 'INVALID_DOCUMENT_FILE') {
+        toast({
+          title: 'Invalid file',
+          description: 'You cannot upload encrypted PDFs',
+          variant: 'destructive',
+        });
+      } else if (err instanceof TRPCClientError) {
         toast({
           title: 'Error',
-          description: error.message,
+          description: err.message,
           variant: 'destructive',
         });
       } else {
diff --git a/apps/web/src/app/(dashboard)/templates/new-template-dialog.tsx b/apps/web/src/app/(dashboard)/templates/new-template-dialog.tsx
index ab05ac3dc..1a6e34584 100644
--- a/apps/web/src/app/(dashboard)/templates/new-template-dialog.tsx
+++ b/apps/web/src/app/(dashboard)/templates/new-template-dialog.tsx
@@ -12,7 +12,7 @@ import * as z from 'zod';
 
 import { createDocumentData } from '@documenso/lib/server-only/document-data/create-document-data';
 import { base64 } from '@documenso/lib/universal/base64';
-import { putFile } from '@documenso/lib/universal/upload/put-file';
+import { putPdfFile } from '@documenso/lib/universal/upload/put-file';
 import { trpc } from '@documenso/trpc/react';
 import { Button } from '@documenso/ui/primitives/button';
 import { Card, CardContent } from '@documenso/ui/primitives/card';
@@ -98,7 +98,7 @@ export const NewTemplateDialog = ({ teamId, templateRootPath }: NewTemplateDialo
     const file: File = uploadedFile.file;
 
     try {
-      const { type, data } = await putFile(file);
+      const { type, data } = await putPdfFile(file);
 
       const { id: templateDocumentDataId } = await createDocumentData({
         type,
diff --git a/apps/web/src/pages/api/auth/[...nextauth].ts b/apps/web/src/pages/api/auth/[...nextauth].ts
index 365b6ec40..31f6e9ea3 100644
--- a/apps/web/src/pages/api/auth/[...nextauth].ts
+++ b/apps/web/src/pages/api/auth/[...nextauth].ts
@@ -2,6 +2,8 @@ import type { NextApiRequest, NextApiResponse } from 'next';
 
 import NextAuth from 'next-auth';
 
+import { getStripeCustomerByUser } from '@documenso/ee/server-only/stripe/get-customer';
+import { IS_BILLING_ENABLED } from '@documenso/lib/constants/app';
 import { NEXT_AUTH_OPTIONS } from '@documenso/lib/next-auth/auth-options';
 import { extractNextApiRequestMetadata } from '@documenso/lib/universal/extract-request-metadata';
 import { prisma } from '@documenso/prisma';
@@ -18,15 +20,29 @@ export default async function auth(req: NextApiRequest, res: NextApiResponse) {
       error: '/signin',
     },
     events: {
-      signIn: async ({ user }) => {
-        await prisma.userSecurityAuditLog.create({
-          data: {
-            userId: user.id,
-            ipAddress,
-            userAgent,
-            type: UserSecurityAuditLogType.SIGN_IN,
-          },
-        });
+      signIn: async ({ user: { id: userId } }) => {
+        const [user] = await Promise.all([
+          await prisma.user.findFirstOrThrow({
+            where: {
+              id: userId,
+            },
+          }),
+          await prisma.userSecurityAuditLog.create({
+            data: {
+              userId,
+              ipAddress,
+              userAgent,
+              type: UserSecurityAuditLogType.SIGN_IN,
+            },
+          }),
+        ]);
+
+        // Create the Stripe customer and attach it to the user if it doesn't exist.
+        if (user.customerId === null && IS_BILLING_ENABLED()) {
+          await getStripeCustomerByUser(user).catch((err) => {
+            console.error(err);
+          });
+        }
       },
       signOut: async ({ token }) => {
         const userId = typeof token.id === 'string' ? parseInt(token.id) : token.id;
diff --git a/packages/api/v1/implementation.ts b/packages/api/v1/implementation.ts
index 253803fc8..b1e069e35 100644
--- a/packages/api/v1/implementation.ts
+++ b/packages/api/v1/implementation.ts
@@ -22,7 +22,7 @@ import { updateRecipient } from '@documenso/lib/server-only/recipient/update-rec
 import { createDocumentFromTemplate } from '@documenso/lib/server-only/template/create-document-from-template';
 import { extractNextApiRequestMetadata } from '@documenso/lib/universal/extract-request-metadata';
 import { getFile } from '@documenso/lib/universal/upload/get-file';
-import { putFile } from '@documenso/lib/universal/upload/put-file';
+import { putPdfFile } from '@documenso/lib/universal/upload/put-file';
 import {
   getPresignGetUrl,
   getPresignPostUrl,
@@ -303,7 +303,7 @@ export const ApiContractV1Implementation = createNextRoute(ApiContractV1, {
         formValues: body.formValues,
       });
 
-      const newDocumentData = await putFile({
+      const newDocumentData = await putPdfFile({
         name: fileName,
         type: 'application/pdf',
         arrayBuffer: async () => Promise.resolve(prefilled),
diff --git a/packages/ee/server-only/stripe/webhook/on-early-adopters-checkout.ts b/packages/ee/server-only/stripe/webhook/on-early-adopters-checkout.ts
index 22f60069e..cda583e81 100644
--- a/packages/ee/server-only/stripe/webhook/on-early-adopters-checkout.ts
+++ b/packages/ee/server-only/stripe/webhook/on-early-adopters-checkout.ts
@@ -5,7 +5,7 @@ import { sealDocument } from '@documenso/lib/server-only/document/seal-document'
 import { redis } from '@documenso/lib/server-only/redis';
 import { stripe } from '@documenso/lib/server-only/stripe';
 import { alphaid, nanoid } from '@documenso/lib/universal/id';
-import { putFile } from '@documenso/lib/universal/upload/put-file';
+import { putPdfFile } from '@documenso/lib/universal/upload/put-file';
 import { prisma } from '@documenso/prisma';
 import {
   DocumentStatus,
@@ -74,7 +74,7 @@ export const onEarlyAdoptersCheckout = async ({ session }: OnEarlyAdoptersChecko
       new URL('@documenso/assets/documenso-supporter-pledge.pdf', import.meta.url),
     ).then(async (res) => res.arrayBuffer());
 
-    const { id: documentDataId } = await putFile({
+    const { id: documentDataId } = await putPdfFile({
       name: 'Documenso Supporter Pledge.pdf',
       type: 'application/pdf',
       arrayBuffer: async () => Promise.resolve(documentBuffer),
diff --git a/packages/lib/constants/feature-flags.ts b/packages/lib/constants/feature-flags.ts
index 83137217f..9533f4d18 100644
--- a/packages/lib/constants/feature-flags.ts
+++ b/packages/lib/constants/feature-flags.ts
@@ -21,6 +21,7 @@ export const FEATURE_FLAG_POLL_INTERVAL = 30000;
  * Does not take any person or group properties into account.
  */
 export const LOCAL_FEATURE_FLAGS: Record<string, boolean> = {
+  app_allow_encrypted_documents: false,
   app_billing: NEXT_PUBLIC_FEATURE_BILLING_ENABLED() === 'true',
   app_document_page_view_history_sheet: false,
   app_passkey: WEBAPP_BASE_URL === 'http://localhost:3000', // Temp feature flag.
diff --git a/packages/lib/server-only/document/complete-document-with-token.ts b/packages/lib/server-only/document/complete-document-with-token.ts
index d16b83ea1..29d17cc50 100644
--- a/packages/lib/server-only/document/complete-document-with-token.ts
+++ b/packages/lib/server-only/document/complete-document-with-token.ts
@@ -137,7 +137,7 @@ export const completeDocumentWithToken = async ({
     await sendPendingEmail({ documentId, recipientId: recipient.id });
   }
 
-  const documents = await prisma.document.updateMany({
+  const haveAllRecipientsSigned = await prisma.document.findFirst({
     where: {
       id: document.id,
       Recipient: {
@@ -146,13 +146,9 @@ export const completeDocumentWithToken = async ({
         },
       },
     },
-    data: {
-      status: DocumentStatus.COMPLETED,
-      completedAt: new Date(),
-    },
   });
 
-  if (documents.count > 0) {
+  if (haveAllRecipientsSigned) {
     await sealDocument({ documentId: document.id, requestMetadata });
   }
 
diff --git a/packages/lib/server-only/document/delete-document.ts b/packages/lib/server-only/document/delete-document.ts
index a097d76e9..bf4f8aa06 100644
--- a/packages/lib/server-only/document/delete-document.ts
+++ b/packages/lib/server-only/document/delete-document.ts
@@ -75,18 +75,20 @@ export const deleteDocument = async ({
   }
 
   // Continue to hide the document from the user if they are a recipient.
+  // Dirty way of doing this but it's faster than refetching the document.
   if (userRecipient?.documentDeletedAt === null) {
-    await prisma.recipient.update({
-      where: {
-        documentId_email: {
-          documentId: document.id,
-          email: user.email,
+    await prisma.recipient
+      .update({
+        where: {
+          id: userRecipient.id,
         },
-      },
-      data: {
-        documentDeletedAt: new Date().toISOString(),
-      },
-    });
+        data: {
+          documentDeletedAt: new Date().toISOString(),
+        },
+      })
+      .catch(() => {
+        // Do nothing.
+      });
   }
 
   // Return partial document for API v1 response.
diff --git a/packages/lib/server-only/document/seal-document.ts b/packages/lib/server-only/document/seal-document.ts
index 3e366dc81..0546d96e3 100644
--- a/packages/lib/server-only/document/seal-document.ts
+++ b/packages/lib/server-only/document/seal-document.ts
@@ -14,7 +14,7 @@ import { signPdf } from '@documenso/signing';
 
 import type { RequestMetadata } from '../../universal/extract-request-metadata';
 import { getFile } from '../../universal/upload/get-file';
-import { putFile } from '../../universal/upload/put-file';
+import { putPdfFile } from '../../universal/upload/put-file';
 import { getCertificatePdf } from '../htmltopdf/get-certificate-pdf';
 import { flattenAnnotations } from '../pdf/flatten-annotations';
 import { insertFieldInPDF } from '../pdf/insert-field-in-pdf';
@@ -40,6 +40,11 @@ export const sealDocument = async ({
   const document = await prisma.document.findFirstOrThrow({
     where: {
       id: documentId,
+      Recipient: {
+        every: {
+          signingStatus: SigningStatus.SIGNED,
+        },
+      },
     },
     include: {
       documentData: true,
@@ -53,10 +58,6 @@ export const sealDocument = async ({
     throw new Error(`Document ${document.id} has no document data`);
   }
 
-  if (document.status !== DocumentStatus.COMPLETED) {
-    throw new Error(`Document ${document.id} has not been completed`);
-  }
-
   const recipients = await prisma.recipient.findMany({
     where: {
       documentId: document.id,
@@ -92,9 +93,9 @@ export const sealDocument = async ({
   // !: Need to write the fields onto the document as a hard copy
   const pdfData = await getFile(documentData);
 
-  const certificate = await getCertificatePdf({ documentId }).then(async (doc) =>
-    PDFDocument.load(doc),
-  );
+  const certificate = await getCertificatePdf({ documentId })
+    .then(async (doc) => PDFDocument.load(doc))
+    .catch(() => null);
 
   const doc = await PDFDocument.load(pdfData);
 
@@ -103,11 +104,13 @@ export const sealDocument = async ({
   doc.getForm().flatten();
   flattenAnnotations(doc);
 
-  const certificatePages = await doc.copyPages(certificate, certificate.getPageIndices());
+  if (certificate) {
+    const certificatePages = await doc.copyPages(certificate, certificate.getPageIndices());
 
-  certificatePages.forEach((page) => {
-    doc.addPage(page);
-  });
+    certificatePages.forEach((page) => {
+      doc.addPage(page);
+    });
+  }
 
   for (const field of fields) {
     await insertFieldInPDF(doc, field);
@@ -119,7 +122,7 @@ export const sealDocument = async ({
 
   const { name, ext } = path.parse(document.title);
 
-  const { data: newData } = await putFile({
+  const { data: newData } = await putPdfFile({
     name: `${name}_signed${ext}`,
     type: 'application/pdf',
     arrayBuffer: async () => Promise.resolve(pdfBuffer),
@@ -138,6 +141,16 @@ export const sealDocument = async ({
   }
 
   await prisma.$transaction(async (tx) => {
+    await tx.document.update({
+      where: {
+        id: document.id,
+      },
+      data: {
+        status: DocumentStatus.COMPLETED,
+        completedAt: new Date(),
+      },
+    });
+
     await tx.documentData.update({
       where: {
         id: documentData.id,
diff --git a/packages/lib/server-only/document/send-document.tsx b/packages/lib/server-only/document/send-document.tsx
index 9f68ed29b..40cdb9ab5 100644
--- a/packages/lib/server-only/document/send-document.tsx
+++ b/packages/lib/server-only/document/send-document.tsx
@@ -8,6 +8,7 @@ import { sealDocument } from '@documenso/lib/server-only/document/seal-document'
 import { updateDocument } from '@documenso/lib/server-only/document/update-document';
 import { DOCUMENT_AUDIT_LOG_TYPE } from '@documenso/lib/types/document-audit-logs';
 import type { RequestMetadata } from '@documenso/lib/universal/extract-request-metadata';
+import { putPdfFile } from '@documenso/lib/universal/upload/put-file';
 import { createDocumentAuditLogData } from '@documenso/lib/utils/document-audit-logs';
 import { renderCustomEmailTemplate } from '@documenso/lib/utils/render-custom-email-template';
 import { prisma } from '@documenso/prisma';
@@ -20,7 +21,6 @@ import {
   RECIPIENT_ROLE_TO_EMAIL_TYPE,
 } from '../../constants/recipient-roles';
 import { getFile } from '../../universal/upload/get-file';
-import { putFile } from '../../universal/upload/put-file';
 import { insertFormValuesInPdf } from '../pdf/insert-form-values-in-pdf';
 import { triggerWebhook } from '../webhooks/trigger/trigger-webhook';
 
@@ -102,7 +102,7 @@ export const sendDocument = async ({
       formValues: document.formValues as Record<string, string | number | boolean>,
     });
 
-    const newDocumentData = await putFile({
+    const newDocumentData = await putPdfFile({
       name: document.title,
       type: 'application/pdf',
       arrayBuffer: async () => Promise.resolve(prefilled),
diff --git a/packages/lib/server-only/htmltopdf/get-certificate-pdf.ts b/packages/lib/server-only/htmltopdf/get-certificate-pdf.ts
index dee40d41a..1b6150fb9 100644
--- a/packages/lib/server-only/htmltopdf/get-certificate-pdf.ts
+++ b/packages/lib/server-only/htmltopdf/get-certificate-pdf.ts
@@ -35,6 +35,7 @@ export const getCertificatePdf = async ({ documentId }: GetCertificatePdfOptions
 
   await page.goto(`${NEXT_PUBLIC_WEBAPP_URL()}/__htmltopdf/certificate?d=${encryptedId}`, {
     waitUntil: 'networkidle',
+    timeout: 10_000,
   });
 
   const result = await page.pdf({
diff --git a/packages/lib/universal/upload/put-file.ts b/packages/lib/universal/upload/put-file.ts
index b6aab5f11..06ecd68ff 100644
--- a/packages/lib/universal/upload/put-file.ts
+++ b/packages/lib/universal/upload/put-file.ts
@@ -1,9 +1,12 @@
 import { base64 } from '@scure/base';
 import { env } from 'next-runtime-env';
+import { PDFDocument } from 'pdf-lib';
 import { match } from 'ts-pattern';
 
+import { getFlag } from '@documenso/lib/universal/get-feature-flag';
 import { DocumentDataType } from '@documenso/prisma/client';
 
+import { AppError } from '../../errors/app-error';
 import { createDocumentData } from '../../server-only/document-data/create-document-data';
 
 type File = {
@@ -12,14 +15,38 @@ type File = {
   arrayBuffer: () => Promise<ArrayBuffer>;
 };
 
+/**
+ * Uploads a document file to the appropriate storage location and creates
+ * a document data record.
+ */
+export const putPdfFile = async (file: File) => {
+  const isEncryptedDocumentsAllowed = await getFlag('app_allow_encrypted_documents').catch(
+    () => false,
+  );
+
+  // This will prevent uploading encrypted PDFs or anything that can't be opened.
+  if (!isEncryptedDocumentsAllowed) {
+    await PDFDocument.load(await file.arrayBuffer()).catch((e) => {
+      console.error(`PDF upload parse error: ${e.message}`);
+
+      throw new AppError('INVALID_DOCUMENT_FILE');
+    });
+  }
+
+  const { type, data } = await putFile(file);
+
+  return await createDocumentData({ type, data });
+};
+
+/**
+ * Uploads a file to the appropriate storage location.
+ */
 export const putFile = async (file: File) => {
   const NEXT_PUBLIC_UPLOAD_TRANSPORT = env('NEXT_PUBLIC_UPLOAD_TRANSPORT');
 
-  const { type, data } = await match(NEXT_PUBLIC_UPLOAD_TRANSPORT)
+  return await match(NEXT_PUBLIC_UPLOAD_TRANSPORT)
     .with('s3', async () => putFileInS3(file))
     .otherwise(async () => putFileInDatabase(file));
-
-  return await createDocumentData({ type, data });
 };
 
 const putFileInDatabase = async (file: File) => {
diff --git a/packages/trpc/server/singleplayer-router/router.ts b/packages/trpc/server/singleplayer-router/router.ts
index 33b125110..2634ca895 100644
--- a/packages/trpc/server/singleplayer-router/router.ts
+++ b/packages/trpc/server/singleplayer-router/router.ts
@@ -10,7 +10,7 @@ import { FROM_ADDRESS, FROM_NAME, SERVICE_USER_EMAIL } from '@documenso/lib/cons
 import { insertFieldInPDF } from '@documenso/lib/server-only/pdf/insert-field-in-pdf';
 import { alphaid } from '@documenso/lib/universal/id';
 import { getFile } from '@documenso/lib/universal/upload/get-file';
-import { putFile } from '@documenso/lib/universal/upload/put-file';
+import { putPdfFile } from '@documenso/lib/universal/upload/put-file';
 import { prisma } from '@documenso/prisma';
 import {
   DocumentStatus,
@@ -86,7 +86,7 @@ export const singleplayerRouter = router({
               },
             });
 
-            const { id: documentDataId } = await putFile({
+            const { id: documentDataId } = await putPdfFile({
               name: `${documentName}.pdf`,
               type: 'application/pdf',
               arrayBuffer: async () => Promise.resolve(signedPdfBuffer),
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 e415f1aac..d285fbe44 100644
--- a/packages/ui/primitives/template-flow/add-template-placeholder-recipients.tsx
+++ b/packages/ui/primitives/template-flow/add-template-placeholder-recipients.tsx
@@ -282,6 +282,7 @@ export const AddTemplatePlaceholderRecipientsFormPartial = ({
           <Button
             type="button"
             className="dark:bg-muted dark:hover:bg-muted/80 bg-black/5 hover:bg-black/10"
+            variant="secondary"
             disabled={
               isSubmitting || getValues('signers').some((signer) => signer.email === user?.email)
             }