diff --git a/packages/lib/server-only/document/seal-document.ts b/packages/lib/server-only/document/seal-document.ts
index 09832db7d..f5dc56427 100644
--- a/packages/lib/server-only/document/seal-document.ts
+++ b/packages/lib/server-only/document/seal-document.ts
@@ -9,9 +9,11 @@ import { DOCUMENT_AUDIT_LOG_TYPE } from '@documenso/lib/types/document-audit-log
 import { createDocumentAuditLogData } from '@documenso/lib/utils/document-audit-logs';
 import { prisma } from '@documenso/prisma';
 import { DocumentStatus, RecipientRole, SigningStatus } from '@documenso/prisma/client';
+import { WebhookTriggerEvents } from '@documenso/prisma/client';
 import { signPdf } from '@documenso/signing';
 
 import type { RequestMetadata } from '../../universal/extract-request-metadata';
+import { triggerWebhook } from '../../universal/trigger-webhook';
 import { getFile } from '../../universal/upload/get-file';
 import { putFile } from '../../universal/upload/put-file';
 import { insertFieldInPDF } from '../pdf/insert-field-in-pdf';
@@ -134,4 +136,9 @@ export const sealDocument = async ({
   if (sendEmail) {
     await sendCompletedEmail({ documentId, requestMetadata });
   }
+
+  await triggerWebhook({
+    eventTrigger: WebhookTriggerEvents.DOCUMENT_COMPLETED,
+    documentData: document,
+  });
 };
diff --git a/packages/lib/server-only/document/send-document.tsx b/packages/lib/server-only/document/send-document.tsx
index be26ffcaf..5ab7d0f24 100644
--- a/packages/lib/server-only/document/send-document.tsx
+++ b/packages/lib/server-only/document/send-document.tsx
@@ -10,12 +10,14 @@ import { createDocumentAuditLogData } from '@documenso/lib/utils/document-audit-
 import { renderCustomEmailTemplate } from '@documenso/lib/utils/render-custom-email-template';
 import { prisma } from '@documenso/prisma';
 import { DocumentStatus, RecipientRole, SendStatus } from '@documenso/prisma/client';
+import { WebhookTriggerEvents } from '@documenso/prisma/client';
 
 import { NEXT_PUBLIC_WEBAPP_URL } from '../../constants/app';
 import {
   RECIPIENT_ROLES_DESCRIPTION,
   RECIPIENT_ROLE_TO_EMAIL_TYPE,
 } from '../../constants/recipient-roles';
+import { triggerWebhook } from '../../universal/trigger-webhook';
 
 export type SendDocumentOptions = {
   documentId: number;
@@ -163,5 +165,10 @@ export const sendDocument = async ({
     },
   });
 
+  await triggerWebhook({
+    eventTrigger: WebhookTriggerEvents.DOCUMENT_SENT,
+    documentData: updatedDocument,
+  });
+
   return updatedDocument;
 };
diff --git a/packages/lib/server-only/document/viewed-document.ts b/packages/lib/server-only/document/viewed-document.ts
index 452da1460..fd1238596 100644
--- a/packages/lib/server-only/document/viewed-document.ts
+++ b/packages/lib/server-only/document/viewed-document.ts
@@ -3,6 +3,10 @@ import type { RequestMetadata } from '@documenso/lib/universal/extract-request-m
 import { createDocumentAuditLogData } from '@documenso/lib/utils/document-audit-logs';
 import { prisma } from '@documenso/prisma';
 import { ReadStatus } from '@documenso/prisma/client';
+import { WebhookTriggerEvents } from '@documenso/prisma/client';
+
+import { triggerWebhook } from '../../universal/trigger-webhook';
+import { getDocumentAndSenderByToken } from './get-document-by-token';
 
 export type ViewedDocumentOptions = {
   token: string;
@@ -23,8 +27,8 @@ export const viewedDocument = async ({ token, requestMetadata }: ViewedDocumentO
 
   const { documentId } = recipient;
 
-  await prisma.$transaction(async (tx) => {
-    await tx.recipient.update({
+  const { updatedRecipient } = await prisma.$transaction(async (tx) => {
+    const updatedRecipient = await tx.recipient.update({
       where: {
         id: recipient.id,
       },
@@ -50,5 +54,25 @@ export const viewedDocument = async ({ token, requestMetadata }: ViewedDocumentO
         },
       }),
     });
+
+    return { updatedRecipient };
+  });
+
+  const document = await getDocumentAndSenderByToken({ token });
+
+  await triggerWebhook({
+    eventTrigger: WebhookTriggerEvents.DOCUMENT_OPENED,
+    documentData: {
+      id: document.id,
+      userId: document.userId,
+      title: document.title,
+      status: document.status,
+      documentDataId: document.documentDataId,
+      createdAt: document.createdAt,
+      updatedAt: document.updatedAt,
+      completedAt: document.completedAt,
+      deletedAt: document.deletedAt,
+      teamId: document.teamId,
+    },
   });
 };
diff --git a/packages/lib/server-only/webhooks/get-webhooks-by-user-id.ts b/packages/lib/server-only/webhooks/get-webhooks-by-user-id.ts
index a775ac30c..121fc670d 100644
--- a/packages/lib/server-only/webhooks/get-webhooks-by-user-id.ts
+++ b/packages/lib/server-only/webhooks/get-webhooks-by-user-id.ts
@@ -5,5 +5,8 @@ export const getWebhooksByUserId = async (userId: number) => {
     where: {
       userId,
     },
+    orderBy: {
+      createdAt: 'desc',
+    },
   });
 };
diff --git a/packages/lib/server-only/webhooks/zapier/list-documents.ts b/packages/lib/server-only/webhooks/zapier/list-documents.ts
index 032d914a9..c66a671a2 100644
--- a/packages/lib/server-only/webhooks/zapier/list-documents.ts
+++ b/packages/lib/server-only/webhooks/zapier/list-documents.ts
@@ -1,6 +1,7 @@
 import type { NextApiRequest, NextApiResponse } from 'next';
 
 import { findDocuments } from '@documenso/lib/server-only/document/find-documents';
+import { getRecipientsForDocument } from '@documenso/lib/server-only/recipient/get-recipients-for-document';
 
 import { getWebhooksByUserId } from '../get-webhooks-by-user-id';
 import { validateApiToken } from './validateApiToken';
@@ -12,6 +13,10 @@ export const listDocumentsHandler = async (req: NextApiRequest, res: NextApiResp
 
     const documents = await findDocuments({ userId: user.id });
     const allWebhooks = await getWebhooksByUserId(user.id);
+    const recipients = await getRecipientsForDocument({
+      documentId: documents.data[0].id,
+      userId: user.id,
+    });
 
     if (documents.data.length > 0 && allWebhooks.length > 0) {
       const testWebhook = {
@@ -29,6 +34,7 @@ export const listDocumentsHandler = async (req: NextApiRequest, res: NextApiResp
           completedAt: documents.data[0].completedAt,
           deletedAt: documents.data[0].deletedAt,
           teamId: documents.data[0].teamId,
+          Recipient: recipients,
         },
       };
 
diff --git a/packages/prisma/migrations/20240223142426_extend_webhook_event_triggers/migration.sql b/packages/prisma/migrations/20240223142426_extend_webhook_event_triggers/migration.sql
new file mode 100644
index 000000000..8733b4c9e
--- /dev/null
+++ b/packages/prisma/migrations/20240223142426_extend_webhook_event_triggers/migration.sql
@@ -0,0 +1,11 @@
+-- AlterEnum
+-- This migration adds more than one value to an enum.
+-- With PostgreSQL versions 11 and earlier, this is not possible
+-- in a single migration. This can be worked around by creating
+-- multiple migrations, each migration adding only one value to
+-- the enum.
+
+
+ALTER TYPE "WebhookTriggerEvents" ADD VALUE 'DOCUMENT_SENT';
+ALTER TYPE "WebhookTriggerEvents" ADD VALUE 'DOCUMENT_OPENED';
+ALTER TYPE "WebhookTriggerEvents" ADD VALUE 'DOCUMENT_COMPLETED';
diff --git a/packages/prisma/schema.prisma b/packages/prisma/schema.prisma
index 8d0731866..5a61f87b4 100644
--- a/packages/prisma/schema.prisma
+++ b/packages/prisma/schema.prisma
@@ -112,7 +112,10 @@ model ApiToken {
 
 enum WebhookTriggerEvents {
   DOCUMENT_CREATED
+  DOCUMENT_SENT
+  DOCUMENT_OPENED
   DOCUMENT_SIGNED
+  DOCUMENT_COMPLETED
 }
 
 model Webhook {