diff --git a/packages/features/bookings/lib/handleCancelBooking.ts b/packages/features/bookings/lib/handleCancelBooking.ts
index f8273dcc44..f8182ed25c 100644
--- a/packages/features/bookings/lib/handleCancelBooking.ts
+++ b/packages/features/bookings/lib/handleCancelBooking.ts
@@ -178,6 +178,7 @@ async function handler(req: NextApiRequest & { userId?: number }) {
       ...evt,
       ...eventTypeInfo,
       status: "CANCELLED",
+      smsReminderNumber: bookingToDelete.smsReminderNumber || undefined,
     }).catch((e) => {
       console.error(`Error executing webhook for event: ${eventTrigger}, URL: ${webhook.subscriberUrl}`, e);
     })
diff --git a/packages/features/bookings/lib/handleNewBooking.ts b/packages/features/bookings/lib/handleNewBooking.ts
index 703bbfedfb..0d7032f306 100644
--- a/packages/features/bookings/lib/handleNewBooking.ts
+++ b/packages/features/bookings/lib/handleNewBooking.ts
@@ -984,6 +984,7 @@ async function handler(req: NextApiRequest & { userId?: number | undefined }) {
           metadata: reqBody.metadata,
           eventTypeId,
           status: "ACCEPTED",
+          smsReminderNumber: booking?.smsReminderNumber || undefined,
         }).catch((e) => {
           console.error(`Error executing webhook for event: ${eventTrigger}, URL: ${sub.subscriberUrl}`, e);
         })
diff --git a/packages/features/webhooks/lib/sendPayload.tsx b/packages/features/webhooks/lib/sendPayload.tsx
index 8da4ac56bb..b29914ff87 100644
--- a/packages/features/webhooks/lib/sendPayload.tsx
+++ b/packages/features/webhooks/lib/sendPayload.tsx
@@ -85,6 +85,7 @@ const sendPayload = async (
       rescheduleUid?: string;
       bookingId?: number;
       status?: string;
+      smsReminderNumber?: string;
     }
 ) => {
   const { appId, payloadTemplate: template } = webhook;
diff --git a/packages/trpc/server/routers/viewer/bookings.tsx b/packages/trpc/server/routers/viewer/bookings.tsx
index 3a4457a62e..813a4db28e 100644
--- a/packages/trpc/server/routers/viewer/bookings.tsx
+++ b/packages/trpc/server/routers/viewer/bookings.tsx
@@ -356,6 +356,7 @@ export const bookingsRouter = router({
           dynamicEventSlugRef: true,
           dynamicGroupSlugRef: true,
           destinationCalendar: true,
+          smsReminderNumber: true,
         },
         where: {
           uid: bookingId,
@@ -528,7 +529,10 @@ export const bookingsRouter = router({
         };
         const webhooks = await getWebhooks(subscriberOptions);
         const promises = webhooks.map((webhook) =>
-          sendPayload(webhook.secret, eventTrigger, new Date().toISOString(), webhook, evt).catch((e) => {
+          sendPayload(webhook.secret, eventTrigger, new Date().toISOString(), webhook, {
+            ...evt,
+            smsReminderNumber: bookingToReschedule.smsReminderNumber || undefined,
+          }).catch((e) => {
             console.error(
               `Error executing webhook for event: ${eventTrigger}, URL: ${webhook.subscriberUrl}`,
               e
@@ -982,6 +986,7 @@ export const bookingsRouter = router({
             bookingId,
             eventTypeId: booking.eventType?.id,
             status: "ACCEPTED",
+            smsReminderNumber: booking.smsReminderNumber || undefined,
           }).catch((e) => {
             console.error(
               `Error executing webhook for event: ${WebhookTriggerEvents.BOOKING_CREATED}, URL: ${sub.subscriberUrl}`,