diff --git a/apps/web/pages/booking/[uid].tsx b/apps/web/pages/booking/[uid].tsx
index 9b541ffe96..b509f1e333 100644
--- a/apps/web/pages/booking/[uid].tsx
+++ b/apps/web/pages/booking/[uid].tsx
@@ -266,7 +266,11 @@ export default function Success(props: SuccessProps) {
   const giphyImage = giphyAppData?.thankYouPage;
 
   const eventName = getEventName(eventNameObject, true);
-  const needsConfirmation = eventType.requiresConfirmation && reschedule != true;
+  // Confirmation can be needed in two cases as of now
+  // - Event Type has require confirmation option enabled always
+  // - EventType has conditionally enabled confirmation option based on how far the booking is scheduled.
+  // - It's a paid event and payment is pending.
+  const needsConfirmation = bookingInfo.status === BookingStatus.PENDING;
   const userIsOwner = !!(session?.user?.id && eventType.owner?.id === session.user.id);
 
   const isCancelled =
diff --git a/packages/features/bookings/lib/handleNewBooking.ts b/packages/features/bookings/lib/handleNewBooking.ts
index 9a58d26c54..2979663201 100644
--- a/packages/features/bookings/lib/handleNewBooking.ts
+++ b/packages/features/bookings/lib/handleNewBooking.ts
@@ -1445,8 +1445,7 @@ async function handler(
     // Otherwise, an owner rescheduling should be always accepted.
     // Before comparing make sure that userId is set, otherwise undefined === undefined
     const userReschedulingIsOwner = userId && originalRescheduledBooking?.user?.id === userId;
-    const isConfirmedByDefault =
-      (!eventType.requiresConfirmation && !paymentAppData.price) || userReschedulingIsOwner;
+    const isConfirmedByDefault = (!requiresConfirmation && !paymentAppData.price) || userReschedulingIsOwner;
 
     const attendeesData = evt.attendees.map((attendee) => {
       //if attendee is team member, it should fetch their locale not booker's locale