diff --git a/apps/api/v2/package.json b/apps/api/v2/package.json
index 9260b4ed83..cc4f68b293 100644
--- a/apps/api/v2/package.json
+++ b/apps/api/v2/package.json
@@ -38,7 +38,7 @@
     "@axiomhq/winston": "^1.2.0",
     "@calcom/platform-constants": "*",
     "@calcom/platform-enums": "*",
-    "@calcom/platform-libraries": "npm:@calcom/platform-libraries@0.0.152",
+    "@calcom/platform-libraries": "npm:@calcom/platform-libraries@0.0.156",
     "@calcom/platform-libraries-0.0.2": "npm:@calcom/platform-libraries@0.0.2",
     "@calcom/platform-types": "*",
     "@calcom/platform-utils": "*",
diff --git a/apps/api/v2/src/ee/bookings/2024-08-13/services/bookings.service.ts b/apps/api/v2/src/ee/bookings/2024-08-13/services/bookings.service.ts
index 828207d108..75a98e7a66 100644
--- a/apps/api/v2/src/ee/bookings/2024-08-13/services/bookings.service.ts
+++ b/apps/api/v2/src/ee/bookings/2024-08-13/services/bookings.service.ts
@@ -448,6 +448,7 @@ export class BookingsService_2024_08_13 {
       orgId: profile?.organizationId || null,
       emailsEnabled,
       platformClientParams,
+      reassignedById: requestUser.id,
     });
 
     const reassigned = await this.bookingsRepository.getByUidWithUser(bookingUid);
diff --git a/packages/features/ee/round-robin/assignmentReason/AssignmentReasonRecorder.ts b/packages/features/ee/round-robin/assignmentReason/AssignmentReasonRecorder.ts
index 65e3976129..da6f918093 100644
--- a/packages/features/ee/round-robin/assignmentReason/AssignmentReasonRecorder.ts
+++ b/packages/features/ee/round-robin/assignmentReason/AssignmentReasonRecorder.ts
@@ -7,6 +7,11 @@ import { AssignmentReasonEnum } from "@calcom/prisma/enums";
 
 const { getAttributesQueryValue } = acrossQueryValueCompatiblity;
 
+export enum RRReassignmentType {
+  ROUND_ROBIN = "round_robin",
+  MANUAL = "manual",
+}
+
 export default class AssignmentReasonRecorder {
   static async routingFormRoute({
     bookingId,
@@ -143,10 +148,12 @@ export default class AssignmentReasonRecorder {
     bookingId,
     reassignById,
     reassignReason,
+    reassignmentType,
   }: {
     bookingId: number;
     reassignById: number;
     reassignReason?: string;
+    reassignmentType: RRReassignmentType;
   }) {
     const reassignedBy = await prisma.user.findFirst({
       where: {
@@ -164,7 +171,10 @@ export default class AssignmentReasonRecorder {
     await prisma.assignmentReason.create({
       data: {
         bookingId: bookingId,
-        reasonEnum: AssignmentReasonEnum.REASSIGNED,
+        reasonEnum:
+          reassignmentType === RRReassignmentType.MANUAL
+            ? AssignmentReasonEnum.REASSIGNED
+            : AssignmentReasonEnum.RR_REASSIGNED,
         reasonString,
       },
     });
diff --git a/packages/features/ee/round-robin/roundRobinManualReassignment.ts b/packages/features/ee/round-robin/roundRobinManualReassignment.ts
index 4f3383e851..24d5de5779 100644
--- a/packages/features/ee/round-robin/roundRobinManualReassignment.ts
+++ b/packages/features/ee/round-robin/roundRobinManualReassignment.ts
@@ -11,7 +11,9 @@ import {
 import getBookingResponsesSchema from "@calcom/features/bookings/lib/getBookingResponsesSchema";
 import { getCalEventResponses } from "@calcom/features/bookings/lib/getCalEventResponses";
 import { getEventTypesFromDB } from "@calcom/features/bookings/lib/handleNewBooking/getEventTypesFromDB";
-import AssignmentReasonRecorder from "@calcom/features/ee/round-robin/assignmentReason/AssignmentReasonRecorder";
+import AssignmentReasonRecorder, {
+  RRReassignmentType,
+} from "@calcom/features/ee/round-robin/assignmentReason/AssignmentReasonRecorder";
 import {
   scheduleEmailReminder,
   deleteScheduledEmailReminder,
@@ -64,6 +66,8 @@ export const roundRobinManualReassignment = async ({
     prefix: ["roundRobinManualReassign", `${bookingId}`],
   });
 
+  roundRobinReassignLogger.info(`User ${reassignedById} initiating manual reassignment to user ${newUserId}`);
+
   let booking = await prisma.booking.findUnique({
     where: { id: bookingId },
     select: bookingSelect,
@@ -185,6 +189,7 @@ export const roundRobinManualReassignment = async ({
       bookingId,
       reassignReason,
       reassignById: reassignedById,
+      reassignmentType: RRReassignmentType.MANUAL,
     });
   } else if (currentRRHost) {
     // Update the round-robin host attendee
diff --git a/packages/features/ee/round-robin/roundRobinReassignment.ts b/packages/features/ee/round-robin/roundRobinReassignment.ts
index 304e2cf89c..8e00628e36 100644
--- a/packages/features/ee/round-robin/roundRobinReassignment.ts
+++ b/packages/features/ee/round-robin/roundRobinReassignment.ts
@@ -13,6 +13,9 @@ import { getCalEventResponses } from "@calcom/features/bookings/lib/getCalEventR
 import { ensureAvailableUsers } from "@calcom/features/bookings/lib/handleNewBooking/ensureAvailableUsers";
 import { getEventTypesFromDB } from "@calcom/features/bookings/lib/handleNewBooking/getEventTypesFromDB";
 import type { IsFixedAwareUser } from "@calcom/features/bookings/lib/handleNewBooking/types";
+import AssignmentReasonRecorder, {
+  RRReassignmentType,
+} from "@calcom/features/ee/round-robin/assignmentReason/AssignmentReasonRecorder";
 import {
   scheduleEmailReminder,
   deleteScheduledEmailReminder,
@@ -47,16 +50,20 @@ export const roundRobinReassignment = async ({
   orgId,
   emailsEnabled = true,
   platformClientParams,
+  reassignedById,
 }: {
   bookingId: number;
   orgId: number | null;
   emailsEnabled?: boolean;
   platformClientParams?: PlatformClientParams;
+  reassignedById: number;
 }) => {
   const roundRobinReassignLogger = logger.getSubLogger({
     prefix: ["roundRobinReassign", `${bookingId}`],
   });
 
+  roundRobinReassignLogger.info(`User ${reassignedById} initiating round robin reassignment`);
+
   let booking = await prisma.booking.findUnique({
     where: {
       id: bookingId,
@@ -258,6 +265,14 @@ export const roundRobinReassignment = async ({
     });
   }
 
+  roundRobinReassignLogger.info(`Successfully reassigned to user ${reassignedRRHost.id}`);
+
+  await AssignmentReasonRecorder.roundRobinReassignment({
+    bookingId,
+    reassignById: reassignedById,
+    reassignmentType: RRReassignmentType.ROUND_ROBIN,
+  });
+
   const destinationCalendar = await getDestinationCalendar({
     eventType,
     booking,
diff --git a/packages/prisma/migrations/20250209012421_add_rr_reassign_reason/migration.sql b/packages/prisma/migrations/20250209012421_add_rr_reassign_reason/migration.sql
new file mode 100644
index 0000000000..39e9b76980
--- /dev/null
+++ b/packages/prisma/migrations/20250209012421_add_rr_reassign_reason/migration.sql
@@ -0,0 +1,2 @@
+-- AlterEnum
+ALTER TYPE "AssignmentReasonEnum" ADD VALUE 'RR_REASSIGNED';
diff --git a/packages/prisma/schema.prisma b/packages/prisma/schema.prisma
index bf7f645bdf..716d68ed5b 100644
--- a/packages/prisma/schema.prisma
+++ b/packages/prisma/schema.prisma
@@ -1784,6 +1784,7 @@ enum AssignmentReasonEnum {
   ROUTING_FORM_ROUTING
   ROUTING_FORM_ROUTING_FALLBACK
   REASSIGNED
+  RR_REASSIGNED
   REROUTED
   SALESFORCE_ASSIGNMENT
 }
diff --git a/packages/trpc/server/routers/viewer/teams/roundRobin/roundRobinReassign.handler.ts b/packages/trpc/server/routers/viewer/teams/roundRobin/roundRobinReassign.handler.ts
index 856bdc6ed5..75ff43465d 100644
--- a/packages/trpc/server/routers/viewer/teams/roundRobin/roundRobinReassign.handler.ts
+++ b/packages/trpc/server/routers/viewer/teams/roundRobin/roundRobinReassign.handler.ts
@@ -23,7 +23,11 @@ export const roundRobinReassignHandler = async ({ ctx, input }: RoundRobinReassi
     throw new TRPCError({ code: "FORBIDDEN", message: "You do not have permission" });
   }
 
-  return await roundRobinReassignment({ bookingId, orgId: ctx.user.organizationId });
+  return await roundRobinReassignment({
+    bookingId,
+    orgId: ctx.user.organizationId,
+    reassignedById: ctx.user.id,
+  });
 };
 
 export default roundRobinReassignHandler;