diff --git a/apps/remix/app/components/general/envelope-editor/envelope-editor-settings-dialog.tsx b/apps/remix/app/components/general/envelope-editor/envelope-editor-settings-dialog.tsx
index 27c6338062..af3a517f14 100644
--- a/apps/remix/app/components/general/envelope-editor/envelope-editor-settings-dialog.tsx
+++ b/apps/remix/app/components/general/envelope-editor/envelope-editor-settings-dialog.tsx
@@ -102,51 +102,64 @@ import {
   SelectTrigger,
   SelectValue,
 } from '@documenso/ui/primitives/select';
+import { Switch } from '@documenso/ui/primitives/switch';
 import { Textarea } from '@documenso/ui/primitives/textarea';
 import { Tooltip, TooltipContent, TooltipTrigger } from '@documenso/ui/primitives/tooltip';
 import { useToast } from '@documenso/ui/primitives/use-toast';
 
 import { useCurrentTeam } from '~/providers/team';
 
-export const ZAddSettingsFormSchema = z.object({
-  templateType: z.nativeEnum(TemplateType).optional(),
-  externalId: z.string().optional(),
-  visibility: z.nativeEnum(DocumentVisibility).optional(),
-  globalAccessAuth: z
-    .array(z.union([ZDocumentAccessAuthTypesSchema, z.literal('-1')]))
-    .transform((val) => (val.length === 1 && val[0] === '-1' ? [] : val))
-    .optional()
-    .default([]),
-  globalActionAuth: z.array(ZDocumentActionAuthTypesSchema).optional().default([]),
-  meta: z.object({
-    subject: z.string(),
-    message: z.string(),
-    timezone: ZDocumentMetaTimezoneSchema.default(DEFAULT_DOCUMENT_TIME_ZONE),
-    dateFormat: ZDocumentMetaDateFormatSchema.default(DEFAULT_DOCUMENT_DATE_FORMAT),
-    distributionMethod: z
-      .nativeEnum(DocumentDistributionMethod)
+export const ZAddSettingsFormSchema = z
+  .object({
+    templateType: z.nativeEnum(TemplateType).optional(),
+    externalId: z.string().optional(),
+    visibility: z.nativeEnum(DocumentVisibility).optional(),
+    globalAccessAuth: z
+      .array(z.union([ZDocumentAccessAuthTypesSchema, z.literal('-1')]))
+      .transform((val) => (val.length === 1 && val[0] === '-1' ? [] : val))
       .optional()
-      .default(DocumentDistributionMethod.EMAIL),
-    redirectUrl: z
-      .string()
-      .optional()
-      .refine((value) => value === undefined || value === '' || isValidRedirectUrl(value), {
-        message:
-          'Please enter a valid URL, make sure you include http:// or https:// part of the url.',
+      .default([]),
+    globalActionAuth: z.array(ZDocumentActionAuthTypesSchema).optional().default([]),
+    meta: z.object({
+      subject: z.string(),
+      message: z.string(),
+      timezone: ZDocumentMetaTimezoneSchema.default(DEFAULT_DOCUMENT_TIME_ZONE),
+      dateFormat: ZDocumentMetaDateFormatSchema.default(DEFAULT_DOCUMENT_DATE_FORMAT),
+      distributionMethod: z
+        .nativeEnum(DocumentDistributionMethod)
+        .optional()
+        .default(DocumentDistributionMethod.EMAIL),
+      redirectUrl: z
+        .string()
+        .optional()
+        .refine((value) => value === undefined || value === '' || isValidRedirectUrl(value), {
+          message:
+            'Please enter a valid URL, make sure you include http:// or https:// part of the url.',
+        }),
+      language: z
+        .union([z.string(), z.enum(SUPPORTED_LANGUAGE_CODES)])
+        .optional()
+        .default('en'),
+      emailId: z.string().nullable(),
+      emailReplyTo: z.preprocess((val) => (val === '' ? undefined : val), zEmail().optional()),
+      emailSettings: ZDocumentEmailSettingsSchema,
+      signatureTypes: z.array(z.nativeEnum(DocumentSignatureType)).min(1, {
+        message: msg`At least one signature type must be enabled`.id,
       }),
-    language: z
-      .union([z.string(), z.enum(SUPPORTED_LANGUAGE_CODES)])
-      .optional()
-      .default('en'),
-    emailId: z.string().nullable(),
-    emailReplyTo: z.preprocess((val) => (val === '' ? undefined : val), zEmail().optional()),
-    emailSettings: ZDocumentEmailSettingsSchema,
-    signatureTypes: z.array(z.nativeEnum(DocumentSignatureType)).min(1, {
-      message: msg`At least one signature type must be enabled`.id,
+      envelopeExpirationPeriod: ZEnvelopeExpirationPeriod.nullish(),
+      reminderEnabled: z.boolean().default(false),
+      reminderIntervalDays: z.number().int().min(1).max(30).optional(),
     }),
-    envelopeExpirationPeriod: ZEnvelopeExpirationPeriod.nullish(),
-  }),
-});
+  })
+  .superRefine((data, ctx) => {
+    if (data.meta.reminderEnabled && !data.meta.reminderIntervalDays) {
+      ctx.addIssue({
+        code: z.ZodIssueCode.custom,
+        message: msg`Reminder interval is required when reminders are enabled`.id,
+        path: ['meta', 'reminderIntervalDays'],
+      });
+    }
+  });
 
 type EnvelopeEditorSettingsTabType = 'general' | 'email' | 'security';
 
@@ -222,6 +235,8 @@ export const EnvelopeEditorSettingsDialog = ({
         emailSettings: ZDocumentEmailSettingsSchema.parse(envelope.documentMeta.emailSettings),
         signatureTypes: extractTeamSignatureSettings(envelope.documentMeta),
         envelopeExpirationPeriod: envelope.documentMeta?.envelopeExpirationPeriod ?? null,
+        reminderEnabled: envelope.documentMeta?.reminderEnabled ?? false,
+        reminderIntervalDays: envelope.documentMeta?.reminderIntervalDays ?? undefined,
       },
     };
   };
@@ -239,6 +254,7 @@ export const EnvelopeEditorSettingsDialog = ({
     );
 
   const emailSettings = form.watch('meta.emailSettings');
+  const envelopeExpirationPeriod = form.watch('meta.envelopeExpirationPeriod');
 
   const { data: emailData, isLoading: isLoadingEmails } =
     trpc.enterprise.organisation.email.find.useQuery(
@@ -270,6 +286,8 @@ export const EnvelopeEditorSettingsDialog = ({
       subject,
       emailReplyTo,
       envelopeExpirationPeriod,
+      reminderEnabled,
+      reminderIntervalDays,
     } = data.meta;
 
     const parsedGlobalAccessAuth = z
@@ -300,6 +318,8 @@ export const EnvelopeEditorSettingsDialog = ({
           typedSignatureEnabled: signatureTypes.includes(DocumentSignatureType.TYPE),
           uploadSignatureEnabled: signatureTypes.includes(DocumentSignatureType.UPLOAD),
           envelopeExpirationPeriod,
+          reminderEnabled,
+          reminderIntervalDays,
         },
       });
 
@@ -749,6 +769,82 @@ export const EnvelopeEditorSettingsDialog = ({
                           )}
                         />
                       )}
+
+                      <FormField
+                        control={form.control}
+                        name="meta.reminderEnabled"
+                        render={({ field }) => (
+                          <FormItem>
+                            <FormLabel className="flex flex-row items-center">
+                              <Trans>Automatic Reminders</Trans>
+                              <Tooltip>
+                                <TooltipTrigger>
+                                  <InfoIcon className="mx-2 h-4 w-4" />
+                                </TooltipTrigger>
+
+                                <TooltipContent className="max-w-xs text-muted-foreground">
+                                  {envelopeExpirationPeriod ? (
+                                    <Trans>
+                                      Automatically send reminder emails to unsigned recipients on a
+                                      recurring interval until the document expires.
+                                    </Trans>
+                                  ) : (
+                                    <Trans>
+                                      Set an expiration date to enable automatic reminders.
+                                    </Trans>
+                                  )}
+                                </TooltipContent>
+                              </Tooltip>
+                            </FormLabel>
+
+                            <FormControl>
+                              <Switch
+                                checked={field.value}
+                                onCheckedChange={field.onChange}
+                                disabled={envelopeHasBeenSent || !envelopeExpirationPeriod}
+                              />
+                            </FormControl>
+
+                            <FormMessage />
+                          </FormItem>
+                        )}
+                      />
+
+                      {form.watch('meta.reminderEnabled') && (
+                        <FormField
+                          control={form.control}
+                          name="meta.reminderIntervalDays"
+                          render={({ field }) => (
+                            <FormItem>
+                              <FormLabel>
+                                <Trans>Reminder Interval (days)</Trans>
+                              </FormLabel>
+
+                              <FormControl>
+                                <Input
+                                  type="number"
+                                  min={1}
+                                  max={30}
+                                  className="bg-background"
+                                  disabled={envelopeHasBeenSent}
+                                  value={field.value ?? ''}
+                                  onChange={(e) => {
+                                    const raw = e.target.value;
+                                    if (raw === '') {
+                                      field.onChange(undefined);
+                                      return;
+                                    }
+                                    const parsed = parseInt(raw, 10);
+                                    field.onChange(isNaN(parsed) ? undefined : parsed);
+                                  }}
+                                />
+                              </FormControl>
+
+                              <FormMessage />
+                            </FormItem>
+                          )}
+                        />
+                      )}
                     </>
                   ))
                   .with(
diff --git a/apps/remix/app/routes/embed+/v2+/authoring+/envelope.create._index.tsx b/apps/remix/app/routes/embed+/v2+/authoring+/envelope.create._index.tsx
index 57925c5e75..24403cebfe 100644
--- a/apps/remix/app/routes/embed+/v2+/authoring+/envelope.create._index.tsx
+++ b/apps/remix/app/routes/embed+/v2+/authoring+/envelope.create._index.tsx
@@ -241,6 +241,7 @@ const EnvelopeCreatePage = ({ embedAuthoringOptions }: EnvelopeCreatePageProps)
         drawSignatureEnabled: envelope.documentMeta.drawSignatureEnabled ?? undefined,
         dateFormat: (envelope.documentMeta.dateFormat as TDocumentMetaDateFormat) ?? undefined,
         language: envelope.documentMeta.language as SupportedLanguageCodes,
+        reminderIntervalDays: envelope.documentMeta.reminderIntervalDays ?? undefined,
       },
     };
 
diff --git a/apps/remix/app/routes/embed+/v2+/authoring+/envelope.edit.$id.tsx b/apps/remix/app/routes/embed+/v2+/authoring+/envelope.edit.$id.tsx
index f2f9f6816b..84cd4bf17d 100644
--- a/apps/remix/app/routes/embed+/v2+/authoring+/envelope.edit.$id.tsx
+++ b/apps/remix/app/routes/embed+/v2+/authoring+/envelope.edit.$id.tsx
@@ -256,6 +256,7 @@ const EnvelopeEditPage = ({ embedAuthoringOptions }: EnvelopeEditPageProps) => {
         drawSignatureEnabled: envelope.documentMeta.drawSignatureEnabled, //
         dateFormat: (envelope.documentMeta.dateFormat as TDocumentMetaDateFormat) ?? undefined,
         language: envelope.documentMeta.language as SupportedLanguageCodes,
+        reminderIntervalDays: envelope.documentMeta.reminderIntervalDays ?? undefined,
       },
     };
 
diff --git a/packages/lib/types/document-email.ts b/packages/lib/types/document-email.ts
index 02d9526de5..5d16df782f 100644
--- a/packages/lib/types/document-email.ts
+++ b/packages/lib/types/document-email.ts
@@ -72,7 +72,7 @@ export const ZDocumentEmailSettingsSchema = z
       .describe(
         'Whether to send a digest email to the document owner when reminders are sent to unsigned recipients. Aggregates all pending documents for the team into a single email.',
       )
-      .default(true),
+      .default(false),
   })
   .strip()
   .catch(() => ({ ...DEFAULT_DOCUMENT_EMAIL_SETTINGS }));
@@ -115,5 +115,5 @@ export const DEFAULT_DOCUMENT_EMAIL_SETTINGS: TDocumentEmailSettings = {
   ownerDocumentCompleted: true,
   ownerRecipientExpired: true,
   ownerDocumentCreated: true,
-  ownerReminderDigest: true,
+  ownerReminderDigest: false,
 };
diff --git a/packages/lib/types/document-meta.ts b/packages/lib/types/document-meta.ts
index f3ad49def1..9817864530 100644
--- a/packages/lib/types/document-meta.ts
+++ b/packages/lib/types/document-meta.ts
@@ -114,7 +114,7 @@ export const ZDocumentMetaUploadSignatureEnabledSchema = z
  * all corresponding areas where this is used (some places that use this needs to pass
  * it through to another function).
  */
-export const ZDocumentMetaCreateSchema = z.object({
+export const ZDocumentMetaFieldsSchema = z.object({
   subject: ZDocumentMetaSubjectSchema.optional(),
   message: ZDocumentMetaMessageSchema.optional(),
   timezone: ZDocumentMetaTimezoneSchema.optional(),
@@ -131,6 +131,26 @@ export const ZDocumentMetaCreateSchema = z.object({
   emailReplyTo: zEmail().nullish(),
   emailSettings: ZDocumentEmailSettingsSchema.nullish(),
   envelopeExpirationPeriod: ZEnvelopeExpirationPeriod.nullish(),
+  reminderEnabled: z.boolean().optional(),
+  reminderIntervalDays: z.number().int().min(1).max(30).optional(),
+});
+
+export const ZDocumentMetaCreateSchema = ZDocumentMetaFieldsSchema.superRefine((data, ctx) => {
+  if (data.reminderEnabled && !data.reminderIntervalDays) {
+    ctx.addIssue({
+      code: z.ZodIssueCode.custom,
+      message: msg`Reminder interval is required when reminders are enabled`.id,
+      path: ['reminderIntervalDays'],
+    });
+  }
+
+  if (data.reminderEnabled && !data.envelopeExpirationPeriod) {
+    ctx.addIssue({
+      code: z.ZodIssueCode.custom,
+      message: msg`An expiration period is required to enable reminders`.id,
+      path: ['reminderEnabled'],
+    });
+  }
 });
 
 export type TDocumentMetaCreate = z.infer<typeof ZDocumentMetaCreateSchema>;
diff --git a/packages/lib/types/envelope-editor.ts b/packages/lib/types/envelope-editor.ts
index 02cfa4abdd..67f99dc9ce 100644
--- a/packages/lib/types/envelope-editor.ts
+++ b/packages/lib/types/envelope-editor.ts
@@ -271,6 +271,8 @@ export const ZEditorEnvelopeSchema = EnvelopeSchema.pick({
     emailId: true,
     emailReplyTo: true,
     envelopeExpirationPeriod: true,
+    reminderEnabled: true,
+    reminderIntervalDays: true,
   }),
   recipients: ZEnvelopeRecipientLiteSchema.array(),
   fields: ZEnvelopeFieldSchema.array(),
diff --git a/packages/lib/types/envelope.ts b/packages/lib/types/envelope.ts
index 806ee97731..391cca9397 100644
--- a/packages/lib/types/envelope.ts
+++ b/packages/lib/types/envelope.ts
@@ -56,6 +56,8 @@ export const ZEnvelopeSchema = EnvelopeSchema.pick({
     emailId: true,
     emailReplyTo: true,
     envelopeExpirationPeriod: true,
+    reminderEnabled: true,
+    reminderIntervalDays: true,
   }),
   recipients: ZEnvelopeRecipientLiteSchema.array(),
   fields: ZEnvelopeFieldSchema.array(),
diff --git a/packages/trpc/server/envelope-router/distribute-envelope.types.ts b/packages/trpc/server/envelope-router/distribute-envelope.types.ts
index a43a6fc2d1..e0658fc5d6 100644
--- a/packages/trpc/server/envelope-router/distribute-envelope.types.ts
+++ b/packages/trpc/server/envelope-router/distribute-envelope.types.ts
@@ -1,6 +1,6 @@
 import { z } from 'zod';
 
-import { ZDocumentMetaUpdateSchema } from '@documenso/lib/types/document-meta';
+import { ZDocumentMetaFieldsSchema } from '@documenso/lib/types/document-meta';
 
 import { ZSuccessResponseSchema } from '../schema';
 import type { TrpcRouteMeta } from '../trpc';
@@ -18,7 +18,7 @@ export const distributeEnvelopeMeta: TrpcRouteMeta = {
 
 export const ZDistributeEnvelopeRequestSchema = z.object({
   envelopeId: z.string().describe('The ID of the envelope to send.'),
-  meta: ZDocumentMetaUpdateSchema.pick({
+  meta: ZDocumentMetaFieldsSchema.pick({
     subject: true,
     message: true,
     timezone: true,
diff --git a/packages/ui/components/document/document-email-checkboxes.tsx b/packages/ui/components/document/document-email-checkboxes.tsx
index 200503709e..2dfc8456dd 100644
--- a/packages/ui/components/document/document-email-checkboxes.tsx
+++ b/packages/ui/components/document/document-email-checkboxes.tsx
@@ -368,6 +368,45 @@ export const DocumentEmailCheckboxes = ({
           </Tooltip>
         </label>
       </div>
+
+      <div className="flex flex-row items-center">
+        <Checkbox
+          id={DocumentEmailEvents.OwnerReminderDigest}
+          className="h-5 w-5"
+          checked={value.ownerReminderDigest}
+          onCheckedChange={(checked) =>
+            onChange({ ...value, [DocumentEmailEvents.OwnerReminderDigest]: Boolean(checked) })
+          }
+        />
+
+        <label
+          className="ml-2 flex flex-row items-center text-sm text-muted-foreground"
+          htmlFor={DocumentEmailEvents.OwnerReminderDigest}
+        >
+          <Trans>Send me a reminder digest when recipients haven't signed</Trans>
+
+          <Tooltip>
+            <TooltipTrigger>
+              <InfoIcon className="mx-2 h-4 w-4" />
+            </TooltipTrigger>
+
+            <TooltipContent className="max-w-md space-y-2 p-4 text-foreground">
+              <h2>
+                <strong>
+                  <Trans>Reminder digest email</Trans>
+                </strong>
+              </h2>
+
+              <p>
+                <Trans>
+                  When reminders are sent to unsigned recipients, this aggregates all pending
+                  documents for your team into a single digest email sent to you.
+                </Trans>
+              </p>
+            </TooltipContent>
+          </Tooltip>
+        </label>
+      </div>
     </div>
   );
 };