diff --git a/apps/web/components/booking/BookingListItem.tsx b/apps/web/components/booking/BookingListItem.tsx
index c617ae115f..b11f673cb7 100644
--- a/apps/web/components/booking/BookingListItem.tsx
+++ b/apps/web/components/booking/BookingListItem.tsx
@@ -40,6 +40,7 @@ import { Tooltip } from "@calcom/ui/components/tooltip";
 
 import assignmentReasonBadgeTitleMap from "@lib/booking/assignmentReasonBadgeTitleMap";
 
+import { WrongAssignmentDialog } from "../dialog/WrongAssignmentDialog";
 import { buildBookingLink } from "../../modules/bookings/lib/buildBookingLink";
 import { useBookingDetailsSheetStore } from "../../modules/bookings/store/bookingDetailsSheetStore";
 import type { BookingAttendee } from "../../modules/bookings/types";
@@ -273,6 +274,12 @@ function BookingListItem(booking: BookingItemProps) {
 
   const setIsOpenReportDialog = useBookingActionsStoreContext((state) => state.setIsOpenReportDialog);
   const setIsCancelDialogOpen = useBookingActionsStoreContext((state) => state.setIsCancelDialogOpen);
+  const isOpenWrongAssignmentDialog = useBookingActionsStoreContext(
+    (state) => state.isOpenWrongAssignmentDialog
+  );
+  const setIsOpenWrongAssignmentDialog = useBookingActionsStoreContext(
+    (state) => state.setIsOpenWrongAssignmentDialog
+  );
 
   const reportAction = getReportAction(actionContext);
   const reportActionWithHandler = {
@@ -512,7 +519,22 @@ function BookingListItem(booking: BookingItemProps) {
         userTimeFormat={userTimeFormat}
         userTimeZone={userTimeZone}
         isRescheduled={isRescheduled}
+        onAssignmentReasonClick={
+          isBookingFromRoutingForm ? () => setIsOpenWrongAssignmentDialog(true) : undefined
+        }
       />
+      {isBookingFromRoutingForm && (
+        <WrongAssignmentDialog
+          isOpenDialog={isOpenWrongAssignmentDialog}
+          setIsOpenDialog={setIsOpenWrongAssignmentDialog}
+          bookingUid={booking.uid}
+          routingReason={booking.assignmentReason[0]?.reasonString ?? null}
+          guestEmail={booking.attendees[0]?.email ?? ""}
+          hostEmail={booking.user?.email ?? ""}
+          hostName={booking.user?.name ?? null}
+          teamId={booking.eventType?.team?.id ?? null}
+        />
+      )}
     </div>
   );
 }
@@ -525,6 +547,7 @@ const BookingItemBadges = ({
   userTimeFormat,
   userTimeZone,
   isRescheduled,
+  onAssignmentReasonClick,
 }: {
   booking: BookingItemProps;
   isPending: boolean;
@@ -533,6 +556,7 @@ const BookingItemBadges = ({
   userTimeFormat: number | null | undefined;
   userTimeZone: string | undefined;
   isRescheduled: boolean;
+  onAssignmentReasonClick?: () => void;
 }) => {
   const { t } = useLocale();
 
@@ -561,7 +585,10 @@ const BookingItemBadges = ({
         </Badge>
       )}
       {booking?.assignmentReason.length > 0 && (
-        <AssignmentReasonTooltip assignmentReason={booking.assignmentReason[0]} />
+        <AssignmentReasonTooltip
+          assignmentReason={booking.assignmentReason[0]}
+          onClick={onAssignmentReasonClick}
+        />
       )}
       {booking.report && (
         <Tooltip
@@ -1092,12 +1119,21 @@ const DisplayAttendees = ({
   );
 };
 
-const AssignmentReasonTooltip = ({ assignmentReason }: { assignmentReason: AssignmentReason }) => {
+const AssignmentReasonTooltip = ({
+  assignmentReason,
+  onClick,
+}: {
+  assignmentReason: AssignmentReason;
+  onClick?: () => void;
+}) => {
   const { t } = useLocale();
   const badgeTitle = assignmentReasonBadgeTitleMap(assignmentReason.reasonEnum);
   return (
     <Tooltip content={<p>{assignmentReason.reasonString}</p>}>
-      <Badge className="ltr:mr-2 rtl:ml-2" variant="gray">
+      <Badge
+        className={classNames("ltr:mr-2 rtl:ml-2", onClick && "cursor-pointer hover:opacity-80")}
+        variant="gray"
+        onClick={onClick}>
         {t(badgeTitle)}
       </Badge>
     </Tooltip>
diff --git a/apps/web/components/booking/actions/BookingActionsDropdown.tsx b/apps/web/components/booking/actions/BookingActionsDropdown.tsx
index c883685481..651dc48816 100644
--- a/apps/web/components/booking/actions/BookingActionsDropdown.tsx
+++ b/apps/web/components/booking/actions/BookingActionsDropdown.tsx
@@ -31,6 +31,7 @@ import { RejectionReasonDialog } from "@components/dialog/RejectionReasonDialog"
 import { ReportBookingDialog } from "@components/dialog/ReportBookingDialog";
 import { RerouteDialog } from "@components/dialog/RerouteDialog";
 import { RescheduleDialog } from "@components/dialog/RescheduleDialog";
+import { WrongAssignmentDialog } from "@components/dialog/WrongAssignmentDialog";
 
 import { useBookingConfirmation } from "../hooks/useBookingConfirmation";
 import type { BookingItemProps } from "../types";
@@ -118,6 +119,12 @@ export function BookingActionsDropdown({
   const setIsOpenAddGuestsDialog = useBookingActionsStoreContext((state) => state.setIsOpenAddGuestsDialog);
   const isOpenReportDialog = useBookingActionsStoreContext((state) => state.isOpenReportDialog);
   const setIsOpenReportDialog = useBookingActionsStoreContext((state) => state.setIsOpenReportDialog);
+  const isOpenWrongAssignmentDialog = useBookingActionsStoreContext(
+    (state) => state.isOpenWrongAssignmentDialog
+  );
+  const setIsOpenWrongAssignmentDialog = useBookingActionsStoreContext(
+    (state) => state.setIsOpenWrongAssignmentDialog
+  );
   const rerouteDialogIsOpen = useBookingActionsStoreContext((state) => state.rerouteDialogIsOpen);
   const setRerouteDialogIsOpen = useBookingActionsStoreContext((state) => state.setRerouteDialogIsOpen);
   const isCancelDialogOpen = useBookingActionsStoreContext((state) => state.isCancelDialogOpen);
@@ -440,6 +447,18 @@ export function BookingActionsDropdown({
         isRecurring={isRecurring}
         status={getBookingStatus()}
       />
+      {isBookingFromRoutingForm && (
+        <WrongAssignmentDialog
+          isOpenDialog={isOpenWrongAssignmentDialog}
+          setIsOpenDialog={setIsOpenWrongAssignmentDialog}
+          bookingUid={booking.uid}
+          routingReason={booking.assignmentReason[0]?.reasonString ?? null}
+          guestEmail={booking.attendees[0]?.email ?? ""}
+          hostEmail={booking.user?.email ?? ""}
+          hostName={booking.user?.name ?? null}
+          teamId={booking.eventType?.team?.id ?? null}
+        />
+      )}
       {booking.paid && booking.payment[0] && (
         <ChargeCardDialog
           isOpenDialog={chargeCardDialogIsOpen}
@@ -683,6 +702,21 @@ export function BookingActionsDropdown({
                   {reportActionWithHandler.label}
                 </DropdownItem>
               </DropdownMenuItem>
+              {isBookingFromRoutingForm && (
+                <DropdownMenuItem className="rounded-lg" key="report_wrong_assignment">
+                  <DropdownItem
+                    type="button"
+                    color="destructive"
+                    StartIcon="user-x"
+                    onClick={(e) => {
+                      e.stopPropagation();
+                      setIsOpenWrongAssignmentDialog(true);
+                    }}
+                    data-testid="report_wrong_assignment">
+                    {t("report_wrong_assignment")}
+                  </DropdownItem>
+                </DropdownMenuItem>
+              )}
             </>
             <DropdownMenuSeparator />
             <DropdownMenuItem
diff --git a/apps/web/components/booking/actions/store.ts b/apps/web/components/booking/actions/store.ts
index 13c752b261..f9104293e7 100644
--- a/apps/web/components/booking/actions/store.ts
+++ b/apps/web/components/booking/actions/store.ts
@@ -17,6 +17,7 @@ export type BookingActionsStore = {
   isOpenReportDialog: boolean;
   rerouteDialogIsOpen: boolean;
   isCancelDialogOpen: boolean;
+  isOpenWrongAssignmentDialog: boolean;
 
   // Dialog setters
   setRejectionDialogIsOpen: React.Dispatch<React.SetStateAction<boolean>>;
@@ -31,6 +32,7 @@ export type BookingActionsStore = {
   setIsOpenReportDialog: React.Dispatch<React.SetStateAction<boolean>>;
   setRerouteDialogIsOpen: React.Dispatch<React.SetStateAction<boolean>>;
   setIsCancelDialogOpen: React.Dispatch<React.SetStateAction<boolean>>;
+  setIsOpenWrongAssignmentDialog: React.Dispatch<React.SetStateAction<boolean>>;
 };
 
 export const createBookingActionsStore = () => {
@@ -48,6 +50,7 @@ export const createBookingActionsStore = () => {
     isOpenReportDialog: false,
     rerouteDialogIsOpen: false,
     isCancelDialogOpen: false,
+    isOpenWrongAssignmentDialog: false,
 
     // Dialog setters
     setRejectionDialogIsOpen: (isOpen) =>
@@ -101,5 +104,10 @@ export const createBookingActionsStore = () => {
       set((state) => ({
         isCancelDialogOpen: typeof isOpen === "function" ? isOpen(state.isCancelDialogOpen) : isOpen,
       })),
+    setIsOpenWrongAssignmentDialog: (isOpen) =>
+      set((state) => ({
+        isOpenWrongAssignmentDialog:
+          typeof isOpen === "function" ? isOpen(state.isOpenWrongAssignmentDialog) : isOpen,
+      })),
   }));
 };
diff --git a/apps/web/components/dialog/WrongAssignmentDialog.tsx b/apps/web/components/dialog/WrongAssignmentDialog.tsx
new file mode 100644
index 0000000000..bb780e87dd
--- /dev/null
+++ b/apps/web/components/dialog/WrongAssignmentDialog.tsx
@@ -0,0 +1,330 @@
+import { Dialog } from "@calcom/features/components/controlled-dialog";
+import { useCopy } from "@calcom/lib/hooks/useCopy";
+import { useLocale } from "@calcom/lib/hooks/useLocale";
+import { trpc } from "@calcom/trpc/react";
+import { Alert } from "@calcom/ui/components/alert";
+import { Button } from "@calcom/ui/components/button";
+import { DialogContent, DialogFooter, DialogHeader } from "@calcom/ui/components/dialog";
+import { Label, Select, TextArea } from "@calcom/ui/components/form";
+import { Icon } from "@calcom/ui/components/icon";
+import { showToast } from "@calcom/ui/components/toast";
+import type { Dispatch, SetStateAction } from "react";
+import type { Control, ControllerRenderProps } from "react-hook-form";
+import { Controller, useForm } from "react-hook-form";
+
+interface IWrongAssignmentDialog {
+  isOpenDialog: boolean;
+  setIsOpenDialog: Dispatch<SetStateAction<boolean>>;
+  bookingUid: string;
+  routingReason: string | null;
+  guestEmail: string;
+  hostEmail: string;
+  hostName: string | null;
+  teamId: number | null;
+}
+
+interface FormValues {
+  correctAssignee: string;
+  additionalNotes: string;
+}
+
+interface TeamMemberOption {
+  label: string;
+  value: string;
+  email: string;
+}
+
+interface RoutingInfoSectionProps {
+  routingReason: string | null;
+  noRoutingReasonText: string;
+  routingReasonLabel: string;
+  guestEmail: string;
+  whoBookedItLabel: string;
+  hostEmail: string;
+  hostName: string | null;
+  whoReceivedItLabel: string;
+  copyToClipboard: (text: string) => void;
+  isCopied: boolean;
+}
+
+function RoutingInfoSection(props: RoutingInfoSectionProps): JSX.Element {
+  const {
+    routingReason,
+    noRoutingReasonText,
+    routingReasonLabel,
+    guestEmail,
+    whoBookedItLabel,
+    hostEmail,
+    hostName,
+    whoReceivedItLabel,
+    copyToClipboard,
+    isCopied,
+  } = props;
+
+  let copyIconName: "check" | "copy" = "copy";
+  if (isCopied) {
+    copyIconName = "check";
+  }
+
+  let hostDisplay = hostEmail;
+  if (hostName) {
+    hostDisplay = `${hostName} (${hostEmail})`;
+  }
+
+  const handleCopyClick = (): void => {
+    copyToClipboard(guestEmail);
+  };
+
+  return (
+    <div className="-mt-2 mb-4 space-y-3">
+      <div>
+        <Label className="text-emphasis mb-1 block text-sm font-medium">{routingReasonLabel}</Label>
+        <p className="text-default bg-muted rounded-md px-3 py-2 text-sm">
+          {routingReason || noRoutingReasonText}
+        </p>
+      </div>
+
+      <div>
+        <Label className="text-emphasis mb-1 block text-sm font-medium">{whoBookedItLabel}</Label>
+        <div className="text-default bg-muted flex items-center justify-between rounded-md px-3 py-2 text-sm">
+          <span>{guestEmail}</span>
+          <button type="button" className="text-subtle hover:text-emphasis ml-2" onClick={handleCopyClick}>
+            <Icon name={copyIconName} className="h-4 w-4" />
+          </button>
+        </div>
+      </div>
+
+      <div>
+        <Label className="text-emphasis mb-1 block text-sm font-medium">{whoReceivedItLabel}</Label>
+        <p className="text-default bg-muted rounded-md px-3 py-2 text-sm">{hostDisplay}</p>
+      </div>
+    </div>
+  );
+}
+
+interface AssigneeSectionProps {
+  teamId: number | null;
+  teamMemberOptions: TeamMemberOption[];
+  control: Control<FormValues>;
+  whoShouldHaveReceivedItLabel: string;
+  optionalLabel: string;
+  selectTeamMemberPlaceholder: string;
+  enterEmailPlaceholder: string;
+}
+
+interface AdditionalNotesSectionProps {
+  control: Control<FormValues>;
+  additionalNotesLabel: string;
+  placeholder: string;
+  fieldRequiredText: string;
+  errorMessage: string | undefined;
+}
+
+function AdditionalNotesSection(props: AdditionalNotesSectionProps): JSX.Element {
+  const { control, additionalNotesLabel, placeholder, fieldRequiredText, errorMessage } = props;
+
+  const renderTextArea = ({
+    field,
+  }: {
+    field: ControllerRenderProps<FormValues, "additionalNotes">;
+  }): JSX.Element => <TextArea {...field} placeholder={placeholder} rows={3} />;
+
+  return (
+    <div className="mb-4">
+      <Label htmlFor="additionalNotes" className="text-emphasis mb-2 block text-sm font-medium">
+        {additionalNotesLabel} <span className="text-error">*</span>
+      </Label>
+      <Controller
+        name="additionalNotes"
+        control={control}
+        rules={{ required: fieldRequiredText }}
+        render={renderTextArea}
+      />
+      {errorMessage && <p className="text-error mt-1 text-sm">{errorMessage}</p>}
+    </div>
+  );
+}
+
+function AssigneeSection(props: AssigneeSectionProps): JSX.Element {
+  const {
+    teamId,
+    teamMemberOptions,
+    control,
+    whoShouldHaveReceivedItLabel,
+    optionalLabel,
+    selectTeamMemberPlaceholder,
+    enterEmailPlaceholder,
+  } = props;
+
+  const showTeamSelector = teamId && teamMemberOptions.length > 0;
+
+  const renderTeamSelect = ({
+    field,
+  }: {
+    field: ControllerRenderProps<FormValues, "correctAssignee">;
+  }): JSX.Element => {
+    const handleChange = (option: TeamMemberOption | null): void => {
+      if (option) field.onChange(option.value);
+    };
+    return (
+      <Select
+        options={teamMemberOptions}
+        placeholder={selectTeamMemberPlaceholder}
+        onChange={handleChange}
+        value={teamMemberOptions.find((opt) => opt.value === field.value) || null}
+        isClearable
+      />
+    );
+  };
+
+  const renderEmailInput = ({
+    field,
+  }: {
+    field: ControllerRenderProps<FormValues, "correctAssignee">;
+  }): JSX.Element => (
+    <input
+      {...field}
+      type="email"
+      placeholder={enterEmailPlaceholder}
+      className="border-default bg-default text-emphasis placeholder:text-muted focus:border-emphasis focus:ring-emphasis block w-full rounded-md border px-3 py-2 text-sm focus:outline-none focus:ring-1"
+    />
+  );
+
+  let assigneeField: JSX.Element;
+  if (showTeamSelector) {
+    assigneeField = <Controller name="correctAssignee" control={control} render={renderTeamSelect} />;
+  } else {
+    assigneeField = <Controller name="correctAssignee" control={control} render={renderEmailInput} />;
+  }
+
+  return (
+    <div className="mb-4">
+      <Label htmlFor="correctAssignee" className="text-emphasis mb-2 block text-sm font-medium">
+        {whoShouldHaveReceivedItLabel} <span className="text-subtle font-normal">({optionalLabel})</span>
+      </Label>
+      {assigneeField}
+    </div>
+  );
+}
+
+// biome-ignore lint/complexity/noExcessiveLinesPerFunction: Dialog component with hooks and state management - already split into 3 sub-components
+export function WrongAssignmentDialog(props: IWrongAssignmentDialog): JSX.Element {
+  const { t } = useLocale();
+  const utils = trpc.useUtils();
+  const { copyToClipboard, isCopied } = useCopy();
+  const {
+    isOpenDialog,
+    setIsOpenDialog,
+    bookingUid,
+    routingReason,
+    guestEmail,
+    hostEmail,
+    hostName,
+    teamId,
+  } = props;
+
+  const {
+    control,
+    handleSubmit,
+    formState: { errors },
+  } = useForm<FormValues>({
+    defaultValues: {
+      correctAssignee: "",
+      additionalNotes: "",
+    },
+  });
+
+  const teamIdForQuery = teamId ?? 0;
+  const { data: teamMembersData } = trpc.viewer.teams.listMembers.useQuery(
+    { teamId: teamIdForQuery, limit: 100 },
+    { enabled: !!teamId && isOpenDialog }
+  );
+
+  const teamMemberOptions: TeamMemberOption[] =
+    teamMembersData?.members.map((member) => ({
+      label: member.name || member.email,
+      value: member.email,
+      email: member.email,
+    })) ?? [];
+
+  const { mutate: reportWrongAssignment, isPending } = trpc.viewer.bookings.reportWrongAssignment.useMutation(
+    {
+      async onSuccess(): Promise<void> {
+        showToast(t("wrong_assignment_reported"), "success");
+        setIsOpenDialog(false);
+        await utils.viewer.bookings.invalidate();
+      },
+      onError(error: { message?: string }): void {
+        showToast(error.message || t("unexpected_error_try_again"), "error");
+      },
+    }
+  );
+
+  const onSubmit = (data: FormValues): void => {
+    reportWrongAssignment({
+      bookingUid,
+      correctAssignee: data.correctAssignee || undefined,
+      additionalNotes: data.additionalNotes,
+    });
+  };
+
+  const handleCloseClick = (): void => {
+    setIsOpenDialog(false);
+  };
+
+  return (
+    <Dialog open={isOpenDialog} onOpenChange={setIsOpenDialog}>
+      <DialogContent enableOverflow>
+        <form onSubmit={handleSubmit(onSubmit)}>
+          <div className="flex flex-row space-x-3">
+            <div className="w-full">
+              <DialogHeader title={t("wrong_assignment")} />
+
+              <RoutingInfoSection
+                routingReason={routingReason}
+                noRoutingReasonText={t("no_routing_reason")}
+                routingReasonLabel={t("routing_reason")}
+                guestEmail={guestEmail}
+                whoBookedItLabel={t("who_booked_it")}
+                hostEmail={hostEmail}
+                hostName={hostName}
+                whoReceivedItLabel={t("who_received_it")}
+                copyToClipboard={copyToClipboard}
+                isCopied={isCopied}
+              />
+
+              <AssigneeSection
+                teamId={teamId}
+                teamMemberOptions={teamMemberOptions}
+                control={control}
+                whoShouldHaveReceivedItLabel={t("who_should_have_received_it")}
+                optionalLabel={t("optional")}
+                selectTeamMemberPlaceholder={t("select_team_member")}
+                enterEmailPlaceholder={t("enter_email")}
+              />
+
+              <AdditionalNotesSection
+                control={control}
+                additionalNotesLabel={t("additional_notes")}
+                placeholder={t("wrong_assignment_notes_placeholder")}
+                fieldRequiredText={t("field_required")}
+                errorMessage={errors.additionalNotes?.message}
+              />
+
+              <Alert severity="info" title={t("did_you_know")} message={t("wrong_assignment_crm_info")} />
+            </div>
+          </div>
+
+          <DialogFooter showDivider className="mt-8">
+            <Button type="button" color="secondary" onClick={handleCloseClick} disabled={isPending}>
+              {t("close")}
+            </Button>
+            <Button type="submit" color="primary" disabled={isPending} loading={isPending}>
+              {t("submit")}
+            </Button>
+          </DialogFooter>
+        </form>
+      </DialogContent>
+    </Dialog>
+  );
+}
diff --git a/apps/web/modules/webhooks/components/WebhookForm.tsx b/apps/web/modules/webhooks/components/WebhookForm.tsx
index 279f04d94b..f98f3f42d6 100644
--- a/apps/web/modules/webhooks/components/WebhookForm.tsx
+++ b/apps/web/modules/webhooks/components/WebhookForm.tsx
@@ -68,6 +68,7 @@ const WEBHOOK_TRIGGER_EVENTS_GROUPED_BY_APP_V2: Record<string, WebhookTriggerEve
       value: WebhookTriggerEvents.AFTER_GUESTS_CAL_VIDEO_NO_SHOW,
       label: "after_guests_cal_video_no_show",
     },
+    { value: WebhookTriggerEvents.WRONG_ASSIGNMENT_REPORT, label: "wrong_assignment_report" },
   ],
   "routing-forms": [
     { value: WebhookTriggerEvents.FORM_SUBMITTED, label: "form_submitted" },
diff --git a/apps/web/public/static/locales/en/common.json b/apps/web/public/static/locales/en/common.json
index bb86202136..511447e311 100644
--- a/apps/web/public/static/locales/en/common.json
+++ b/apps/web/public/static/locales/en/common.json
@@ -823,6 +823,18 @@
   "apply": "Apply",
   "cancel_event": "Cancel event",
   "report_booking": "Report booking",
+  "report_wrong_assignment": "Report wrong assignment",
+  "wrong_assignment": "Wrong Assignment",
+  "wrong_assignment_reported": "Wrong assignment reported successfully",
+  "routing_reason": "Routing Reason",
+  "no_routing_reason": "No routing reason available",
+  "who_booked_it": "Who booked it?",
+  "who_received_it": "Who received it?",
+  "who_should_have_received_it": "Who should have received it?",
+  "wrong_assignment_notes_placeholder": "Any additional context about why this assignment was incorrect...",
+  "did_you_know": "Did you know?",
+  "wrong_assignment_crm_info": "Routing can only be as good as the provided customer data. There is a high chance this assignment was wrong because the record in the CRM is incorrect, not because of an invalid routing configuration.",
+  "field_required": "This field is required",
   "report_booking_will_cancel_description": "Reporting this booking will automatically cancel it",
   "add_to_report": "Add to report",
   "reported": "Reported",
@@ -1593,6 +1605,7 @@
   "event_cancelled_trigger": "when event is canceled",
   "after_hosts_cal_video_no_show": "After hosts didn't join cal video",
   "after_guests_cal_video_no_show": "After guests didn't join cal video",
+  "wrong_assignment_report": "Wrong assignment report",
   "join_video_call": "Join the video call",
   "sign_in_to_cal_com": "Sign in to Cal.com",
   "log_in_to_cal_com": "Log in to Cal.com",
@@ -2152,8 +2165,8 @@
   "member_already_invited": "Member has already been invited",
   "already_in_use_error": "Username already in use",
   "enter_email_or_username": "Enter an email or username",
-  "enter_email": "Enter an email",
-  "enter_emails": "Enter emails",
+    "enter_email": "Enter an email",
+    "enter_emails": "Enter emails",
   "too_many_invites": "You are limited to inviting a maximum of {{nbUsers}} users at once.",
   "team_name_taken": "This name is already taken",
   "must_enter_team_name": "Must enter a team name",
diff --git a/docs/developing/guides/automation/webhooks.mdx b/docs/developing/guides/automation/webhooks.mdx
index ff2f863d6a..3c1c75c1ab 100644
--- a/docs/developing/guides/automation/webhooks.mdx
+++ b/docs/developing/guides/automation/webhooks.mdx
@@ -38,6 +38,7 @@ To create a new webhook subscription, visit `/settings/developer/webhooks` and p
     - `Booking No-show Updated`
     - `After Hosts Didn't Join Cal Video`
     - `After Guests Didn't Join Cal Video`
+    - `Wrong Assignment Report`
   </Step>
   <Step title="Secret">
     You can provide a secret key with this webhook to [verify it](/docs/core-features/webhooks#verifying-the-authenticity-of-the-received-payload) on the subscriber URL when receiving a payload. This helps confirm whether the payload is authentic or has been tampered with. You can leave it blank if you don't wish to secure the webhook with a secret key.
@@ -1460,6 +1461,51 @@ Select a version and trigger event to view the example payload:
         }
         ```
       </Accordion>
+      <Accordion title="WRONG_ASSIGNMENT_REPORT">
+        This webhook is triggered when a team member reports that a booking from a routing form was assigned to the wrong person. This is useful for tracking routing accuracy and improving CRM data quality.
+
+        <Note>
+          This webhook only fires for bookings that came through a routing form and have an assignment reason.
+        </Note>
+
+        ```json
+        {
+          "triggerEvent": "WRONG_ASSIGNMENT_REPORT",
+          "createdAt": "2025-01-15T10:30:00.000Z",
+          "payload": {
+            "booking": {
+              "uid": "abc123def456",
+              "id": 12345,
+              "title": "Sales Call between Team and Lead",
+              "startTime": "2025-01-15T14:00:00.000Z",
+              "endTime": "2025-01-15T14:30:00.000Z",
+              "status": "ACCEPTED",
+              "eventType": {
+                "id": 100,
+                "title": "Sales Call",
+                "slug": "sales-call",
+                "teamId": 50
+              }
+            },
+            "report": {
+              "reportedBy": {
+                "id": 1,
+                "email": "reporter@example.com",
+                "name": "Reporter Name"
+              },
+              "routingReason": "Routed based on company size: Enterprise",
+              "guest": "lead@company.com",
+              "host": {
+                "email": "assigned-rep@example.com",
+                "name": "Assigned Rep"
+              },
+              "correctAssignee": "correct-rep@example.com",
+              "additionalNotes": "This lead should have been routed to the Enterprise team based on their company size."
+            }
+          }
+        }
+        ```
+      </Accordion>
     </AccordionGroup>
   </Tab>
 </Tabs>
@@ -1652,7 +1698,7 @@ where `{{type}}` represents the event type slug and `{{title}}` represents the t
 
 | Variable           | Type     | Description                                                                                                                                                                                                                                                                                                                    |
 | ------------------ | -------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ |
-| triggerEvent       | String   | The name of the trigger event [BOOKING_CREATED, BOOKING_RESCHEDULED, BOOKING_CANCELLED, MEETING_ENDED, BOOKING_REJECTED, BOOKING_REQUESTED, BOOKING_PAYMENT_INITIATED, BOOKING_PAID, MEETING_STARTED, RECORDING_READY, FORM_SUBMITTED, BOOKING_NO_SHOW_UPDATED, AFTER_HOSTS_CAL_VIDEO_NO_SHOW, AFTER_GUESTS_CAL_VIDEO_NO_SHOW] |
+| triggerEvent       | String   | The name of the trigger event [BOOKING_CREATED, BOOKING_RESCHEDULED, BOOKING_CANCELLED, MEETING_ENDED, BOOKING_REJECTED, BOOKING_REQUESTED, BOOKING_PAYMENT_INITIATED, BOOKING_PAID, MEETING_STARTED, RECORDING_READY, FORM_SUBMITTED, BOOKING_NO_SHOW_UPDATED, AFTER_HOSTS_CAL_VIDEO_NO_SHOW, AFTER_GUESTS_CAL_VIDEO_NO_SHOW, WRONG_ASSIGNMENT_REPORT] |
 | createdAt          | Datetime | The time of the webhook                                                                                                                                                                                                                                                                                                        |
 | type               | String   | The event type slug                                                                                                                                                                                                                                                                                                            |
 | title              | String   | The event type name                                                                                                                                                                                                                                                                                                            |
@@ -1677,4 +1723,4 @@ where `{{type}}` represents the event type slug and `{{title}}` represents the t
 | name             | String | Name of the individual                                                |
 | email            | Email  | Email of the individual                                               |
 | timezone         | String | Timezone of the individual (e.g., "America/New_York", "Asia/Kolkata") |
-| language?.locale | String | Locale of the individual (e.g., "en", "fr")                           |
\ No newline at end of file
+| language?.locale | String | Locale of the individual (e.g., "en", "fr")                           |
diff --git a/packages/features/bookings/repositories/BookingRepository.ts b/packages/features/bookings/repositories/BookingRepository.ts
index df04606209..5af27616c1 100644
--- a/packages/features/bookings/repositories/BookingRepository.ts
+++ b/packages/features/bookings/repositories/BookingRepository.ts
@@ -2002,6 +2002,49 @@ async updateMany({ where, data }: { where: BookingWhereInput; data: BookingUpdat
     });
   }
 
+  async findByUidIncludeEventTypeAndTeamAndAssignmentReason({ bookingUid }: { bookingUid: string }) {
+    return await this.prismaClient.booking.findUnique({
+      where: {
+        uid: bookingUid,
+      },
+      select: {
+        id: true,
+        uid: true,
+        title: true,
+        startTime: true,
+        endTime: true,
+        status: true,
+        user: {
+          select: {
+            id: true,
+            name: true,
+            email: true,
+          },
+        },
+        attendees: {
+          select: {
+            email: true,
+            name: true,
+          },
+        },
+        eventType: {
+          select: {
+            id: true,
+            title: true,
+            slug: true,
+            teamId: true,
+          },
+        },
+        assignmentReason: {
+          select: {
+            reasonString: true,
+            reasonEnum: true,
+          },
+        },
+      },
+    });
+  }
+
   async updateRecordedStatus({
     bookingUid,
     isRecorded,
diff --git a/packages/features/webhooks/lib/constants.ts b/packages/features/webhooks/lib/constants.ts
index 3b003aab66..f250e2db66 100644
--- a/packages/features/webhooks/lib/constants.ts
+++ b/packages/features/webhooks/lib/constants.ts
@@ -62,6 +62,7 @@ export const WEBHOOK_TRIGGER_EVENTS_GROUPED_BY_APP = {
     WebhookTriggerEvents.AFTER_HOSTS_CAL_VIDEO_NO_SHOW,
     WebhookTriggerEvents.AFTER_GUESTS_CAL_VIDEO_NO_SHOW,
     WebhookTriggerEvents.DELEGATION_CREDENTIAL_ERROR,
+    WebhookTriggerEvents.WRONG_ASSIGNMENT_REPORT,
   ] as const,
   "routing-forms": [
     WebhookTriggerEvents.FORM_SUBMITTED,
diff --git a/packages/features/webhooks/lib/factory/versioned/PayloadBuilderFactory.ts b/packages/features/webhooks/lib/factory/versioned/PayloadBuilderFactory.ts
index 3ebb0ee7e9..98c4462b8b 100644
--- a/packages/features/webhooks/lib/factory/versioned/PayloadBuilderFactory.ts
+++ b/packages/features/webhooks/lib/factory/versioned/PayloadBuilderFactory.ts
@@ -110,6 +110,9 @@ const TRIGGER_TO_BUILDER_CATEGORY: Record<WebhookTriggerEvents, BuilderCategory>
 
   // Delegation events
   [WebhookTriggerEvents.DELEGATION_CREDENTIAL_ERROR]: "delegation",
+
+  // Wrong assignment report events
+  [WebhookTriggerEvents.WRONG_ASSIGNMENT_REPORT]: "booking",
 };
 
 export type BookingTriggerEvents =
diff --git a/packages/prisma/migrations/20260122133147_add_wrong_assignment_webhook/migration.sql b/packages/prisma/migrations/20260122133147_add_wrong_assignment_webhook/migration.sql
new file mode 100644
index 0000000000..a26ee4f058
--- /dev/null
+++ b/packages/prisma/migrations/20260122133147_add_wrong_assignment_webhook/migration.sql
@@ -0,0 +1,2 @@
+-- AlterEnum
+ALTER TYPE "public"."WebhookTriggerEvents" ADD VALUE 'WRONG_ASSIGNMENT_REPORT';
diff --git a/packages/prisma/schema.prisma b/packages/prisma/schema.prisma
index af661bc4af..80b904374f 100644
--- a/packages/prisma/schema.prisma
+++ b/packages/prisma/schema.prisma
@@ -1119,6 +1119,7 @@ enum WebhookTriggerEvents {
   AFTER_GUESTS_CAL_VIDEO_NO_SHOW
   FORM_SUBMITTED_NO_EVENT
   DELEGATION_CREDENTIAL_ERROR
+  WRONG_ASSIGNMENT_REPORT
 }
 
 model Webhook {
diff --git a/packages/trpc/server/routers/viewer/bookings/_router.tsx b/packages/trpc/server/routers/viewer/bookings/_router.tsx
index f87ad1e1ef..306940e390 100644
--- a/packages/trpc/server/routers/viewer/bookings/_router.tsx
+++ b/packages/trpc/server/routers/viewer/bookings/_router.tsx
@@ -13,6 +13,7 @@ import { ZGetBookingDetailsInputSchema } from "./getBookingDetails.schema";
 import { ZGetBookingHistoryInputSchema } from "./getBookingHistory.schema";
 import { ZInstantBookingInputSchema } from "./getInstantBookingLocation.schema";
 import { ZReportBookingInputSchema } from "./reportBooking.schema";
+import { ZReportWrongAssignmentInputSchema } from "./reportWrongAssignment.schema";
 import { ZRequestRescheduleInputSchema } from "./requestReschedule.schema";
 import { bookingsProcedure } from "./util";
 import { makeUserActor } from "@calcom/features/booking-audit/lib/makeActor";
@@ -117,6 +118,16 @@ export const bookingsRouter = router({
       input,
     });
   }),
+  reportWrongAssignment: authedProcedure
+    .input(ZReportWrongAssignmentInputSchema)
+    .mutation(async ({ input, ctx }) => {
+      const { reportWrongAssignmentHandler } = await import("./reportWrongAssignment.handler");
+
+      return reportWrongAssignmentHandler({
+        ctx,
+        input,
+      });
+    }),
   getBookingHistory: authedProcedure.input(ZGetBookingHistoryInputSchema).query(async ({ input, ctx }) => {
     const { getBookingHistoryHandler } = await import("./getBookingHistory.handler");
 
diff --git a/packages/trpc/server/routers/viewer/bookings/reportWrongAssignment.handler.test.ts b/packages/trpc/server/routers/viewer/bookings/reportWrongAssignment.handler.test.ts
new file mode 100644
index 0000000000..d0fba6a422
--- /dev/null
+++ b/packages/trpc/server/routers/viewer/bookings/reportWrongAssignment.handler.test.ts
@@ -0,0 +1,360 @@
+import { BookingRepository } from "@calcom/features/bookings/repositories/BookingRepository";
+import { BookingAccessService } from "@calcom/features/bookings/services/BookingAccessService";
+import getWebhooks from "@calcom/features/webhooks/lib/getWebhooks";
+import { sendGenericWebhookPayload } from "@calcom/features/webhooks/lib/sendPayload";
+import { BookingStatus, WebhookTriggerEvents } from "@calcom/prisma/enums";
+import { TRPCError } from "@trpc/server";
+import { beforeEach, describe, expect, it, vi } from "vitest";
+import { reportWrongAssignmentHandler } from "./reportWrongAssignment.handler";
+
+vi.mock("@calcom/features/bookings/repositories/BookingRepository");
+vi.mock("@calcom/features/bookings/services/BookingAccessService");
+vi.mock("@calcom/features/webhooks/lib/getWebhooks");
+vi.mock("@calcom/features/webhooks/lib/sendPayload");
+vi.mock("@calcom/prisma", () => ({ default: {} }));
+vi.mock("@calcom/lib/logger", () => ({
+  default: {
+    getSubLogger: () => ({
+      info: vi.fn(),
+      warn: vi.fn(),
+      error: vi.fn(),
+    }),
+  },
+}));
+
+describe("reportWrongAssignmentHandler", () => {
+  const mockUser = {
+    id: 1,
+    email: "reporter@example.com",
+    name: "Reporter User",
+  };
+
+  const mockBooking = {
+    id: 100,
+    uid: "test-booking-uid",
+    title: "Test Booking",
+    startTime: new Date("2025-12-01T10:00:00Z"),
+    endTime: new Date("2025-12-01T11:00:00Z"),
+    status: BookingStatus.ACCEPTED,
+    user: {
+      id: 2,
+      email: "host@example.com",
+      name: "Host User",
+    },
+    attendees: [{ email: "guest@example.com" }],
+    eventType: {
+      id: 10,
+      title: "Test Event",
+      slug: "test-event",
+      teamId: 5,
+    },
+    assignmentReason: [{ reasonString: "Matched by round-robin" }],
+  };
+
+  const mockBookingRepo = {
+    findByUidIncludeEventTypeAndTeamAndAssignmentReason: vi.fn(),
+  };
+
+  const mockBookingAccessService = {
+    doesUserIdHaveAccessToBooking: vi.fn(),
+  };
+
+  beforeEach(() => {
+    vi.clearAllMocks();
+
+    vi.mocked(BookingRepository).mockImplementation(function () {
+      return mockBookingRepo;
+    });
+    vi.mocked(BookingAccessService).mockImplementation(function () {
+      return mockBookingAccessService;
+    });
+    vi.mocked(getWebhooks).mockResolvedValue([]);
+    vi.mocked(sendGenericWebhookPayload).mockResolvedValue({ ok: true, status: 200 });
+  });
+
+  describe("access control", () => {
+    it("should throw FORBIDDEN when user doesn't have access to booking", async () => {
+      mockBookingAccessService.doesUserIdHaveAccessToBooking.mockResolvedValue(false);
+
+      await expect(
+        reportWrongAssignmentHandler({
+          ctx: { user: mockUser },
+          input: {
+            bookingUid: "test-booking-uid",
+            additionalNotes: "This booking was assigned to me incorrectly",
+          },
+        })
+      ).rejects.toThrow(TRPCError);
+
+      await expect(
+        reportWrongAssignmentHandler({
+          ctx: { user: mockUser },
+          input: {
+            bookingUid: "test-booking-uid",
+            additionalNotes: "This booking was assigned to me incorrectly",
+          },
+        })
+      ).rejects.toMatchObject({
+        code: "FORBIDDEN",
+        message: "You don't have access to this booking",
+      });
+    });
+
+    it("should throw NOT_FOUND when booking doesn't exist", async () => {
+      mockBookingAccessService.doesUserIdHaveAccessToBooking.mockResolvedValue(true);
+      mockBookingRepo.findByUidIncludeEventTypeAndTeamAndAssignmentReason.mockResolvedValue(null);
+
+      await expect(
+        reportWrongAssignmentHandler({
+          ctx: { user: mockUser },
+          input: {
+            bookingUid: "test-booking-uid",
+            additionalNotes: "This booking was assigned to me incorrectly",
+          },
+        })
+      ).rejects.toMatchObject({
+        code: "NOT_FOUND",
+        message: "Booking not found",
+      });
+    });
+  });
+
+  describe("successful report", () => {
+    it("should successfully report with all fields", async () => {
+      mockBookingAccessService.doesUserIdHaveAccessToBooking.mockResolvedValue(true);
+      mockBookingRepo.findByUidIncludeEventTypeAndTeamAndAssignmentReason.mockResolvedValue(mockBooking);
+
+      const result = await reportWrongAssignmentHandler({
+        ctx: { user: mockUser },
+        input: {
+          bookingUid: "test-booking-uid",
+          correctAssignee: "correct@example.com",
+          additionalNotes: "This booking should have gone to the sales team",
+        },
+      });
+
+      expect(result.success).toBe(true);
+      expect(result.message).toBe("Wrong assignment reported successfully");
+    });
+
+    it("should successfully report with only required fields (no correctAssignee)", async () => {
+      mockBookingAccessService.doesUserIdHaveAccessToBooking.mockResolvedValue(true);
+      mockBookingRepo.findByUidIncludeEventTypeAndTeamAndAssignmentReason.mockResolvedValue(mockBooking);
+
+      const result = await reportWrongAssignmentHandler({
+        ctx: { user: mockUser },
+        input: {
+          bookingUid: "test-booking-uid",
+          additionalNotes: "Wrong person received this booking",
+        },
+      });
+
+      expect(result.success).toBe(true);
+      expect(result.message).toBe("Wrong assignment reported successfully");
+    });
+  });
+
+  describe("webhook integration", () => {
+    it("should send webhook with correct payload structure", async () => {
+      mockBookingAccessService.doesUserIdHaveAccessToBooking.mockResolvedValue(true);
+      mockBookingRepo.findByUidIncludeEventTypeAndTeamAndAssignmentReason.mockResolvedValue(mockBooking);
+      vi.mocked(getWebhooks).mockResolvedValue([
+        { id: "webhook-1", subscriberUrl: "https://example.com/webhook", secret: "secret123" },
+      ] as never);
+
+      await reportWrongAssignmentHandler({
+        ctx: { user: mockUser },
+        input: {
+          bookingUid: "test-booking-uid",
+          correctAssignee: "correct@example.com",
+          additionalNotes: "Wrong assignment notes",
+        },
+      });
+
+      expect(getWebhooks).toHaveBeenCalledWith({
+        userId: mockBooking.user.id,
+        teamId: mockBooking.eventType.teamId,
+        triggerEvent: WebhookTriggerEvents.WRONG_ASSIGNMENT_REPORT,
+      });
+
+      expect(sendGenericWebhookPayload).toHaveBeenCalledWith(
+        expect.objectContaining({
+          triggerEvent: WebhookTriggerEvents.WRONG_ASSIGNMENT_REPORT,
+          data: expect.objectContaining({
+            booking: expect.objectContaining({
+              uid: mockBooking.uid,
+              id: mockBooking.id,
+              title: mockBooking.title,
+            }),
+            report: expect.objectContaining({
+              reportedBy: expect.objectContaining({
+                id: mockUser.id,
+                email: mockUser.email,
+              }),
+              routingReason: "Matched by round-robin",
+              guest: "guest@example.com",
+              host: expect.objectContaining({
+                email: "host@example.com",
+              }),
+              correctAssignee: "correct@example.com",
+              additionalNotes: "Wrong assignment notes",
+            }),
+          }),
+        })
+      );
+    });
+
+    it("should handle webhook failures gracefully", async () => {
+      mockBookingAccessService.doesUserIdHaveAccessToBooking.mockResolvedValue(true);
+      mockBookingRepo.findByUidIncludeEventTypeAndTeamAndAssignmentReason.mockResolvedValue(mockBooking);
+      vi.mocked(getWebhooks).mockResolvedValue([
+        { id: "webhook-1", subscriberUrl: "https://example.com/webhook", secret: "secret123" },
+      ] as never);
+      vi.mocked(sendGenericWebhookPayload).mockRejectedValue(new Error("Webhook delivery failed"));
+
+      const result = await reportWrongAssignmentHandler({
+        ctx: { user: mockUser },
+        input: {
+          bookingUid: "test-booking-uid",
+          additionalNotes: "Notes",
+        },
+      });
+
+      expect(result.success).toBe(true);
+      expect(result.message).toBe("Wrong assignment reported successfully");
+    });
+
+    it("should not fail when getWebhooks throws", async () => {
+      mockBookingAccessService.doesUserIdHaveAccessToBooking.mockResolvedValue(true);
+      mockBookingRepo.findByUidIncludeEventTypeAndTeamAndAssignmentReason.mockResolvedValue(mockBooking);
+      vi.mocked(getWebhooks).mockRejectedValue(new Error("Database error"));
+
+      const result = await reportWrongAssignmentHandler({
+        ctx: { user: mockUser },
+        input: {
+          bookingUid: "test-booking-uid",
+          additionalNotes: "Notes",
+        },
+      });
+
+      expect(result.success).toBe(true);
+    });
+  });
+
+  describe("edge cases", () => {
+    it("should handle booking without assignmentReason", async () => {
+      mockBookingAccessService.doesUserIdHaveAccessToBooking.mockResolvedValue(true);
+      mockBookingRepo.findByUidIncludeEventTypeAndTeamAndAssignmentReason.mockResolvedValue({
+        ...mockBooking,
+        assignmentReason: [],
+      });
+      vi.mocked(getWebhooks).mockResolvedValue([
+        { id: "webhook-1", subscriberUrl: "https://example.com/webhook", secret: "secret123" },
+      ] as never);
+
+      await reportWrongAssignmentHandler({
+        ctx: { user: mockUser },
+        input: {
+          bookingUid: "test-booking-uid",
+          additionalNotes: "Notes",
+        },
+      });
+
+      expect(sendGenericWebhookPayload).toHaveBeenCalledWith(
+        expect.objectContaining({
+          data: expect.objectContaining({
+            report: expect.objectContaining({
+              routingReason: null,
+            }),
+          }),
+        })
+      );
+    });
+
+    it("should handle booking without user", async () => {
+      mockBookingAccessService.doesUserIdHaveAccessToBooking.mockResolvedValue(true);
+      mockBookingRepo.findByUidIncludeEventTypeAndTeamAndAssignmentReason.mockResolvedValue({
+        ...mockBooking,
+        user: null,
+      });
+
+      const result = await reportWrongAssignmentHandler({
+        ctx: { user: mockUser },
+        input: {
+          bookingUid: "test-booking-uid",
+          additionalNotes: "Notes",
+        },
+      });
+
+      expect(result.success).toBe(true);
+      expect(getWebhooks).toHaveBeenCalledWith(
+        expect.objectContaining({
+          userId: null,
+        })
+      );
+    });
+
+    it("should handle booking without eventType", async () => {
+      mockBookingAccessService.doesUserIdHaveAccessToBooking.mockResolvedValue(true);
+      mockBookingRepo.findByUidIncludeEventTypeAndTeamAndAssignmentReason.mockResolvedValue({
+        ...mockBooking,
+        eventType: null,
+      });
+      vi.mocked(getWebhooks).mockResolvedValue([
+        { id: "webhook-1", subscriberUrl: "https://example.com/webhook", secret: "secret123" },
+      ] as never);
+
+      await reportWrongAssignmentHandler({
+        ctx: { user: mockUser },
+        input: {
+          bookingUid: "test-booking-uid",
+          additionalNotes: "Notes",
+        },
+      });
+
+      expect(getWebhooks).toHaveBeenCalledWith(
+        expect.objectContaining({
+          teamId: null,
+        })
+      );
+      expect(sendGenericWebhookPayload).toHaveBeenCalledWith(
+        expect.objectContaining({
+          data: expect.objectContaining({
+            booking: expect.objectContaining({
+              eventType: null,
+            }),
+          }),
+        })
+      );
+    });
+
+    it("should handle booking without attendees", async () => {
+      mockBookingAccessService.doesUserIdHaveAccessToBooking.mockResolvedValue(true);
+      mockBookingRepo.findByUidIncludeEventTypeAndTeamAndAssignmentReason.mockResolvedValue({
+        ...mockBooking,
+        attendees: [],
+      });
+      vi.mocked(getWebhooks).mockResolvedValue([
+        { id: "webhook-1", subscriberUrl: "https://example.com/webhook", secret: "secret123" },
+      ] as never);
+
+      await reportWrongAssignmentHandler({
+        ctx: { user: mockUser },
+        input: {
+          bookingUid: "test-booking-uid",
+          additionalNotes: "Notes",
+        },
+      });
+
+      expect(sendGenericWebhookPayload).toHaveBeenCalledWith(
+        expect.objectContaining({
+          data: expect.objectContaining({
+            report: expect.objectContaining({
+              guest: "",
+            }),
+          }),
+        })
+      );
+    });
+  });
+});
diff --git a/packages/trpc/server/routers/viewer/bookings/reportWrongAssignment.handler.ts b/packages/trpc/server/routers/viewer/bookings/reportWrongAssignment.handler.ts
new file mode 100644
index 0000000000..7cfc51d662
--- /dev/null
+++ b/packages/trpc/server/routers/viewer/bookings/reportWrongAssignment.handler.ts
@@ -0,0 +1,122 @@
+import { BookingRepository } from "@calcom/features/bookings/repositories/BookingRepository";
+import { BookingAccessService } from "@calcom/features/bookings/services/BookingAccessService";
+import getWebhooks from "@calcom/features/webhooks/lib/getWebhooks";
+import { sendGenericWebhookPayload } from "@calcom/features/webhooks/lib/sendPayload";
+import logger from "@calcom/lib/logger";
+import prisma from "@calcom/prisma";
+import { WebhookTriggerEvents } from "@calcom/prisma/enums";
+import type { TrpcSessionUser } from "@calcom/trpc/server/types";
+
+import { TRPCError } from "@trpc/server";
+
+import type { TReportWrongAssignmentInputSchema } from "./reportWrongAssignment.schema";
+
+type ReportWrongAssignmentOptions = {
+  ctx: {
+    user: NonNullable<TrpcSessionUser>;
+  };
+  input: TReportWrongAssignmentInputSchema;
+};
+
+const log = logger.getSubLogger({ prefix: ["reportWrongAssignmentHandler"] });
+
+export const reportWrongAssignmentHandler = async ({ ctx, input }: ReportWrongAssignmentOptions) => {
+  const { user } = ctx;
+  const { bookingUid, correctAssignee, additionalNotes } = input;
+
+  const bookingRepo = new BookingRepository(prisma);
+  const bookingAccessService = new BookingAccessService(prisma);
+
+  const hasAccess = await bookingAccessService.doesUserIdHaveAccessToBooking({
+    userId: user.id,
+    bookingUid,
+  });
+
+  if (!hasAccess) {
+    throw new TRPCError({ code: "FORBIDDEN", message: "You don't have access to this booking" });
+  }
+
+  const booking = await bookingRepo.findByUidIncludeEventTypeAndTeamAndAssignmentReason({ bookingUid });
+
+  if (!booking) {
+    throw new TRPCError({ code: "NOT_FOUND", message: "Booking not found" });
+  }
+
+  const teamId = booking.eventType?.teamId || null;
+  const bookingUserId = booking.user?.id || null;
+
+  const assignmentReason = booking.assignmentReason?.[0];
+  const guestEmail = booking.attendees[0]?.email || "";
+  const hostEmail = booking.user?.email || "";
+  const hostName = booking.user?.name || null;
+
+  const webhookPayload = {
+    booking: {
+      uid: booking.uid,
+      id: booking.id,
+      title: booking.title,
+      startTime: booking.startTime,
+      endTime: booking.endTime,
+      status: booking.status,
+      eventType: booking.eventType
+        ? {
+            id: booking.eventType.id,
+            title: booking.eventType.title,
+            slug: booking.eventType.slug,
+            teamId: booking.eventType.teamId,
+          }
+        : null,
+    },
+    report: {
+      reportedBy: {
+        id: user.id,
+        email: user.email,
+        name: user.name,
+      },
+      routingReason: assignmentReason?.reasonString || null,
+      guest: guestEmail,
+      host: {
+        email: hostEmail,
+        name: hostName,
+      },
+      correctAssignee: correctAssignee || null,
+      additionalNotes: additionalNotes || null,
+    },
+  };
+
+  try {
+    const webhooks = await getWebhooks({
+      userId: bookingUserId,
+      teamId,
+      triggerEvent: WebhookTriggerEvents.WRONG_ASSIGNMENT_REPORT,
+    });
+
+    const webhookPromises = webhooks.map((webhook) =>
+      sendGenericWebhookPayload({
+        secretKey: webhook.secret,
+        triggerEvent: WebhookTriggerEvents.WRONG_ASSIGNMENT_REPORT,
+        createdAt: new Date().toISOString(),
+        webhook,
+        data: webhookPayload,
+      }).catch((error) => {
+        log.error(`Failed to send webhook to ${webhook.subscriberUrl}:`, error);
+        return { ok: false, status: 0 };
+      })
+    );
+
+    await Promise.allSettled(webhookPromises);
+
+    log.info(`Wrong assignment report sent for booking ${bookingUid}`, {
+      teamId,
+      userId: bookingUserId,
+      webhookCount: webhooks.length,
+    });
+  } catch (error) {
+    log.error("Failed to send wrong assignment webhooks:", error);
+  }
+
+  return {
+    success: true,
+    message: "Wrong assignment reported successfully",
+  };
+};
diff --git a/packages/trpc/server/routers/viewer/bookings/reportWrongAssignment.schema.ts b/packages/trpc/server/routers/viewer/bookings/reportWrongAssignment.schema.ts
new file mode 100644
index 0000000000..70caaa6dc2
--- /dev/null
+++ b/packages/trpc/server/routers/viewer/bookings/reportWrongAssignment.schema.ts
@@ -0,0 +1,9 @@
+import { z } from "zod";
+
+export const ZReportWrongAssignmentInputSchema = z.object({
+  bookingUid: z.string(),
+  correctAssignee: z.string().email().optional(),
+  additionalNotes: z.string().min(1),
+});
+
+export type TReportWrongAssignmentInputSchema = z.infer<typeof ZReportWrongAssignmentInputSchema>;