diff --git a/apps/docs/content/docs/users/documents/advanced/index.mdx b/apps/docs/content/docs/users/documents/advanced/index.mdx
index 6b4572242..8ff904d66 100644
--- a/apps/docs/content/docs/users/documents/advanced/index.mdx
+++ b/apps/docs/content/docs/users/documents/advanced/index.mdx
@@ -29,4 +29,9 @@ description: Advanced document features including PDF placeholders, AI detection
description="Set a signing deadline so document links expire after a configurable period."
href="/docs/users/documents/advanced/recipient-expiration"
/>
+
diff --git a/apps/docs/content/docs/users/documents/advanced/meta.json b/apps/docs/content/docs/users/documents/advanced/meta.json
index 88dda8485..f56ea634c 100644
--- a/apps/docs/content/docs/users/documents/advanced/meta.json
+++ b/apps/docs/content/docs/users/documents/advanced/meta.json
@@ -6,6 +6,7 @@
"ai-detection",
"default-recipients",
"document-visibility",
- "recipient-expiration"
+ "recipient-expiration",
+ "signing-reminders"
]
}
diff --git a/apps/docs/content/docs/users/documents/advanced/signing-reminders.mdx b/apps/docs/content/docs/users/documents/advanced/signing-reminders.mdx
new file mode 100644
index 000000000..1f674526e
--- /dev/null
+++ b/apps/docs/content/docs/users/documents/advanced/signing-reminders.mdx
@@ -0,0 +1,195 @@
+---
+title: Signing Reminders
+description: Automatically email recipients who have not yet signed on a configurable schedule.
+---
+
+import { Callout } from 'fumadocs-ui/components/callout';
+import { Step, Steps } from 'fumadocs-ui/components/steps';
+import { Tab, Tabs } from 'fumadocs-ui/components/tabs';
+
+## Overview
+
+Signing reminders automatically email recipients who have not completed their signing. You configure when the first reminder goes out and how often it repeats — Documenso handles the rest until the recipient signs or the document leaves a pending state.
+
+This is useful when:
+
+- You want recipients nudged without having to track them down manually
+- A deadline is approaching and you want to escalate gradually
+- You send a high volume of documents and cannot chase each one
+
+Reminders are tracked **per recipient**, not per document. Each unsigned recipient is on their own schedule based on when they were emailed.
+
+This is different from the **Resend** action covered in [Send Documents](/docs/users/documents/send), which is a one-off manual nudge. Reminders are scheduled and recurring.
+
+## Default Behaviour
+
+Every **newly created** organisation starts with reminders **enabled**:
+
+- First reminder sent **5 days** after the recipient is emailed
+- Repeats **every 2 days** until the recipient signs
+
+You can change this default at the organisation or team level, or override it per document.
+
+
+ Organisations created **before this feature shipped** have reminders left blank (no default) so
+ recipients of in-flight or future documents are not unexpectedly sent reminders. To enable
+ reminders for an existing organisation, configure **Default Signing Reminders** under
+ **Organisation Settings > Preferences > Document**.
+
+
+## Settings Cascade
+
+Reminder settings follow a three-level cascade: **Organisation → Team → Document**. Each level can override the one above it, or inherit from it.
+
+
+
+
+Sets the default for all teams in the organisation. Options are **Enabled** (set when the first reminder fires and how often it repeats) or **No reminders**.
+
+To configure, navigate to **Organisation Settings > Preferences > Document** and find **Default Signing Reminders**.
+
+
+
+
+Overrides the organisation default for documents created within this team. Options are **Enabled**, **No reminders**, or **Inherit from organisation**.
+
+New teams default to **Inherit from organisation**.
+
+To configure, navigate to **Team Settings > Preferences > Document** and find **Default Signing Reminders**.
+
+
+
+
+Overrides the team or organisation default for a single document. Options are **Enabled**, **No reminders**, or **Inherit from organisation**.
+
+If you do not change reminders when editing a document, the team or organisation default applies.
+
+
+
+
+## Set Reminders for a Document
+
+{/* prettier-ignore */}
+
+
+
+### Open the document settings
+
+In the document editor, open the **Settings** dialog and go to the **Reminders** tab.
+
+
+
+
+### Choose a mode
+
+- **Enabled** — Documenso sends reminders on the schedule you configure below
+- **No reminders** — no automatic reminders for this document
+- **Inherit from organisation** — use the team or organisation default
+
+
+
+
+### Configure the schedule
+
+When **Enabled**, set:
+
+- **Send first reminder after** — a number and unit (days, weeks, or months) measured from when the recipient is first emailed
+- **Then repeat every** — either **Custom interval** (a number and unit) or **Don't repeat** (only one reminder is ever sent)
+
+
+
+
+### Send the document
+
+The first reminder is scheduled when the recipient receives the initial signing email. Subsequent reminders are scheduled from the time the previous reminder was sent.
+
+
+
+
+
+ Editing reminder settings on a document that is already pending recalculates the next reminder for
+ every unsigned recipient immediately.
+
+
+## Set a Default Reminder Schedule
+
+{/* prettier-ignore */}
+
+
+
+### Navigate to document preferences
+
+Go to **Organisation Settings > Preferences > Document** (or **Team Settings > Preferences > Document** for team-level overrides).
+
+
+
+
+### Configure the default
+
+Find **Default Signing Reminders** and choose:
+
+- **Enabled** — set the first-reminder delay and repeat interval
+- **No reminders** — disable reminders by default
+- **Inherit from organisation** (team level only) — use whatever the organisation has configured
+
+
+
+
+### Save
+
+Click **Save** to apply. New documents created after this change use the updated default. Documents already in flight are unaffected unless you edit their reminder settings directly.
+
+
+
+
+## What Happens When a Reminder Fires
+
+When a recipient's next reminder time arrives:
+
+1. Documenso sends the reminder email — same template as the original signing request, but the subject and preview are prefixed with **"Reminder:"**.
+2. An audit log entry is created for the recipient (an `EMAIL_SENT` entry of type `REMINDER`).
+3. The `document.reminder.sent` webhook fires. See [webhook events](/docs/developers/webhooks/events).
+4. The next reminder is scheduled based on **Then repeat every**, or no further reminder is scheduled if you chose **Don't repeat**.
+
+Reminders stop automatically when the recipient signs, declines, the recipient's signing deadline passes, or the document leaves the pending state (completed, rejected, or deleted).
+
+## When Reminders Are Skipped
+
+A configured reminder will not be sent in the following cases:
+
+- The recipient is a **CC** — CCs are notified once and never reminded
+- The recipient's **signing deadline has passed** — see [Recipient Expiration](/docs/users/documents/advanced/recipient-expiration). Resending the document refreshes the deadline and resumes reminders.
+- The document uses **manual link distribution** — Documenso never emails recipients for these documents
+- The envelope's email settings have **signing request emails disabled**
+- The recipient has not yet been emailed (for example, an unreached step in a sequential workflow)
+
+
+ Reminders stop automatically **30 days after the recipient was first emailed**, regardless of the
+ repeat interval. This hard cap prevents runaway reminder chains for recipients who never sign and
+ have no expiration set. If you need a different stop condition, set a shorter repeat interval,
+ use **Don't repeat**, or configure [recipient expiration](/docs/users/documents/advanced/recipient-expiration).
+
+
+
+ Reminders are dispatched by a background sweep that runs every 15 minutes, so the actual send time
+ may be up to ~15 minutes after the scheduled time.
+
+
+## Reminder Options Reference
+
+| Setting | Options | Notes |
+| --------------------------- | ---------------------------------------- | -------------------------------------------------------------------- |
+| **Mode** | Enabled / No reminders / Inherit | Inherit is only available at the team and document levels |
+| **Send first reminder after** | 1+ days, weeks, or months | Measured from when the recipient receives the initial signing email. Reminders past 30 days from that moment are skipped. |
+| **Then repeat every** | Custom interval (1+ days/weeks/months) or Don't repeat | Custom interval keeps reminding until the recipient signs or the 30-day cap is reached |
+
+The organisation default out of the box is **first reminder after 5 days, repeating every 2 days**, which falls well inside the 30-day cap.
+
+---
+
+## See Also
+
+- [Send Documents](/docs/users/documents/send) - Send documents and trigger a one-off resend
+- [Recipient Expiration](/docs/users/documents/advanced/recipient-expiration) - Set a hard signing deadline
+- [Document Preferences](/docs/users/organisations/preferences/document) - Configure default document settings
+- [Webhook Events](/docs/developers/webhooks/events) - Subscribe to `document.reminder.sent`
diff --git a/apps/docs/content/docs/users/organisations/preferences/document.mdx b/apps/docs/content/docs/users/organisations/preferences/document.mdx
index 4d6bab54b..1f4e82c08 100644
--- a/apps/docs/content/docs/users/organisations/preferences/document.mdx
+++ b/apps/docs/content/docs/users/organisations/preferences/document.mdx
@@ -33,6 +33,7 @@ To access the preferences, navigate to either the organisation or teams settings
| **Include the Audit Logs** | Whether the audit logs are embedded in the document when downloaded. The audit logs are always available separately from the logs page. |
| **Default Recipients** | Recipients that are automatically added to new documents. Can be overridden per document. |
| **Default Envelope Expiration** | How long recipients have to sign before the signing link expires. See [recipient expiration](/docs/users/documents/advanced/recipient-expiration). |
+| **Default Signing Reminders** | When and how often to email recipients who have not yet signed. See [signing reminders](/docs/users/documents/advanced/signing-reminders). |
| **Delegate Document Ownership** | Allow team API tokens to delegate document ownership to another team member. |
| **AI Features** | Enable AI-powered features such as automatic recipient detection. Only shown if AI features are configured on the instance. |
diff --git a/packages/lib/constants/envelope-reminder.ts b/packages/lib/constants/envelope-reminder.ts
index 8f2672d66..da045de55 100644
--- a/packages/lib/constants/envelope-reminder.ts
+++ b/packages/lib/constants/envelope-reminder.ts
@@ -31,6 +31,14 @@ export const DEFAULT_ENVELOPE_REMINDER_SETTINGS: TEnvelopeReminderSettings = {
repeatEvery: { unit: 'day', amount: 2 },
};
+/**
+ * Hard upper bound on the window in which automated reminders may be sent,
+ * measured from the moment the signing request was first sent to the
+ * recipient. Prevents runaway reminder chains for recipients with no
+ * expiration set who never sign.
+ */
+export const MAX_REMINDER_WINDOW_DAYS = 30;
+
const UNIT_TO_LUXON_KEY: Record =
{
day: 'days',
@@ -49,6 +57,9 @@ export const getEnvelopeReminderDuration = (period: TEnvelopeReminderDurationPer
* - `{ sendAfter: { disabled: true }, ... }` means never send the first reminder.
* - `{ repeatEvery: { disabled: true }, ... }` means don't repeat after the first reminder.
*
+ * A hard cap of `MAX_REMINDER_WINDOW_DAYS` days from `sentAt` is enforced —
+ * any computed reminder beyond that point returns null so reminders stop.
+ *
* `sentAt` is when the signing request was sent to this specific recipient.
*
* Returns the next Date the reminder should be sent, or null if no reminder should be sent.
@@ -64,6 +75,12 @@ export const resolveNextReminderAt = (options: {
return null;
}
+ const maxReminderAt = new Date(
+ sentAt.getTime() + Duration.fromObject({ days: MAX_REMINDER_WINDOW_DAYS }).toMillis(),
+ );
+
+ let candidate: Date;
+
// If we haven't sent the first reminder yet, use sendAfter.
if (!lastReminderSentAt) {
if ('disabled' in config.sendAfter) {
@@ -72,15 +89,22 @@ export const resolveNextReminderAt = (options: {
const delay = getEnvelopeReminderDuration(config.sendAfter);
- return new Date(sentAt.getTime() + delay.toMillis());
+ candidate = new Date(sentAt.getTime() + delay.toMillis());
+ } else {
+ // For subsequent reminders, use repeatEvery.
+ if ('disabled' in config.repeatEvery) {
+ return null;
+ }
+
+ const interval = getEnvelopeReminderDuration(config.repeatEvery);
+
+ candidate = new Date(lastReminderSentAt.getTime() + interval.toMillis());
}
- // For subsequent reminders, use repeatEvery.
- if ('disabled' in config.repeatEvery) {
+ // Stop if the candidate is past the hard cap measured from sentAt.
+ if (candidate.getTime() > maxReminderAt.getTime()) {
return null;
}
- const interval = getEnvelopeReminderDuration(config.repeatEvery);
-
- return new Date(lastReminderSentAt.getTime() + interval.toMillis());
+ return candidate;
};
diff --git a/packages/lib/jobs/definitions/internal/backport-subscription-claims.ts b/packages/lib/jobs/definitions/internal/backport-subscription-claims.ts
index dcb83456e..e2c54fcda 100644
--- a/packages/lib/jobs/definitions/internal/backport-subscription-claims.ts
+++ b/packages/lib/jobs/definitions/internal/backport-subscription-claims.ts
@@ -19,6 +19,7 @@ const BACKPORT_SUBSCRIPTION_CLAIM_JOB_DEFINITION_SCHEMA = z.object({
embedSigningWhiteLabel: z.literal(true).optional(),
cfr21: z.literal(true).optional(),
hipaa: z.literal(true).optional(),
+ signingReminders: z.literal(true).optional(),
// Todo: Envelopes - Do we need to check?
// authenticationPortal & emailDomains missing here.
}),
diff --git a/packages/lib/jobs/definitions/internal/process-signing-reminder.handler.ts b/packages/lib/jobs/definitions/internal/process-signing-reminder.handler.ts
index 94bffad9d..eea5b69a4 100644
--- a/packages/lib/jobs/definitions/internal/process-signing-reminder.handler.ts
+++ b/packages/lib/jobs/definitions/internal/process-signing-reminder.handler.ts
@@ -44,13 +44,16 @@ export const run = async ({
const now = new Date();
// Atomically claim this reminder by setting lastReminderSentAt and clearing
- // nextReminderAt so no other sweep picks it up.
+ // nextReminderAt so no other sweep picks it up. The expiration filter
+ // guards against races where the expiration sweep hasn't yet flagged
+ // a recipient whose deadline has already passed.
const updatedCount = await prisma.recipient.updateMany({
where: {
id: recipientId,
signingStatus: SigningStatus.NOT_SIGNED,
sendStatus: SendStatus.SENT,
role: { not: RecipientRole.CC },
+ OR: [{ expiresAt: null }, { expiresAt: { gt: now } }],
envelope: {
status: DocumentStatus.PENDING,
deletedAt: null,
diff --git a/packages/lib/jobs/definitions/internal/send-signing-reminders-sweep.handler.ts b/packages/lib/jobs/definitions/internal/send-signing-reminders-sweep.handler.ts
index e28aa0139..13a956935 100644
--- a/packages/lib/jobs/definitions/internal/send-signing-reminders-sweep.handler.ts
+++ b/packages/lib/jobs/definitions/internal/send-signing-reminders-sweep.handler.ts
@@ -20,6 +20,11 @@ export const run = async ({
signingStatus: SigningStatus.NOT_SIGNED,
sendStatus: SendStatus.SENT,
role: { not: RecipientRole.CC },
+ // Skip recipients whose signing deadline has passed. `expiresAt`
+ // is the source of truth — the expiration sweep asynchronously
+ // sets `expirationNotifiedAt`, so filtering on `expiresAt` also
+ // covers the window before the expiration sweep runs.
+ OR: [{ expiresAt: null }, { expiresAt: { gt: now } }],
envelope: {
status: DocumentStatus.PENDING,
deletedAt: null,
diff --git a/packages/lib/server-only/recipient/update-recipient-next-reminder.ts b/packages/lib/server-only/recipient/update-recipient-next-reminder.ts
index 5530580bb..fe7cbee23 100644
--- a/packages/lib/server-only/recipient/update-recipient-next-reminder.ts
+++ b/packages/lib/server-only/recipient/update-recipient-next-reminder.ts
@@ -80,6 +80,8 @@ export const recomputeNextReminderForEnvelope = async (envelopeId: string) => {
? ZEnvelopeReminderSettings.parse(envelope.documentMeta.reminderSettings)
: null;
+ const now = new Date();
+
const recipients = await prisma.recipient.findMany({
where: {
envelopeId,
@@ -87,6 +89,8 @@ export const recomputeNextReminderForEnvelope = async (envelopeId: string) => {
sendStatus: SendStatus.SENT,
sentAt: { not: null },
role: { not: RecipientRole.CC },
+ // Don't reschedule reminders for recipients whose deadline has passed.
+ OR: [{ expiresAt: null }, { expiresAt: { gt: now } }],
},
select: { id: true, sentAt: true, lastReminderSentAt: true },
});
diff --git a/packages/lib/types/subscription.ts b/packages/lib/types/subscription.ts
index 724a6c747..d12b906e9 100644
--- a/packages/lib/types/subscription.ts
+++ b/packages/lib/types/subscription.ts
@@ -34,6 +34,8 @@ export const ZClaimFlagsSchema = z.object({
authenticationPortal: z.boolean().optional(),
allowLegacyEnvelopes: z.boolean().optional(),
+
+ signingReminders: z.boolean().optional(),
});
export type TClaimFlags = z.infer;
@@ -101,6 +103,10 @@ export const SUBSCRIPTION_CLAIM_FEATURE_FLAGS: Record<
key: 'allowLegacyEnvelopes',
label: 'Allow Legacy Envelopes',
},
+ signingReminders: {
+ key: 'signingReminders',
+ label: 'Signing reminders',
+ },
};
export enum INTERNAL_CLAIM_ID {
@@ -137,6 +143,7 @@ export const internalClaims: InternalClaims = {
locked: true,
flags: {
unlimitedDocuments: true,
+ signingReminders: true,
},
},
[INTERNAL_CLAIM_ID.TEAM]: {
@@ -150,6 +157,7 @@ export const internalClaims: InternalClaims = {
unlimitedDocuments: true,
allowCustomBranding: true,
embedSigning: true,
+ signingReminders: true,
},
},
[INTERNAL_CLAIM_ID.PLATFORM]: {
@@ -168,6 +176,7 @@ export const internalClaims: InternalClaims = {
embedAuthoringWhiteLabel: true,
embedSigning: false,
embedSigningWhiteLabel: true,
+ signingReminders: true,
},
},
[INTERNAL_CLAIM_ID.ENTERPRISE]: {
@@ -188,6 +197,7 @@ export const internalClaims: InternalClaims = {
embedSigningWhiteLabel: true,
cfr21: true,
authenticationPortal: true,
+ signingReminders: true,
},
},
[INTERNAL_CLAIM_ID.EARLY_ADOPTER]: {
@@ -203,6 +213,7 @@ export const internalClaims: InternalClaims = {
hidePoweredBy: true,
embedSigning: true,
embedSigningWhiteLabel: true,
+ signingReminders: true,
},
},
} as const;