diff --git a/apps/web/public/static/locales/en/common.json b/apps/web/public/static/locales/en/common.json
index 2b2e2503a84d02..2ec5493f9a9e52 100644
--- a/apps/web/public/static/locales/en/common.json
+++ b/apps/web/public/static/locales/en/common.json
@@ -2263,7 +2263,7 @@
   "create_your_org_description": "Upgrade to Organizations and receive a subdomain, unified billing, Insights, extensive whitelabeling and more",
   "create_your_enterprise_description": "Upgrade to Enterprise and get access to Active Directory Sync, SCIM Automatic User provisioning, Cal.ai Voice Agents, Admin APIs and more!",
   "other_payment_app_enabled": "You can only enable one payment app per event type",
-  "admin_delete_organization_description": "<ul><li>Teams that are member of this organization will also be deleted along with their event-types</li><li>Users that were part of the organization will not be deleted and their event-types will also remain intact.</li><li>Usernames would be changed to allow them to exist outside the organization</li></ul>",
+  "admin_delete_organization_description": "<ul><li>Teams that are member of this organization will also be deleted along with their event-types</li><li>Users that were part of the organization will not be deleted but their usernames would be changed to allow them to exist outside the organization</li><li>User event-types created after the user was in the organization will be deleted</li><li>Migrated user event-types will not be deleted</li></ul>",
   "admin_delete_organization_title": "Delete {{organizationName}}?",
   "published": "Published",
   "unpublished": "Unpublished",
diff --git a/packages/prisma/seed.ts b/packages/prisma/seed.ts
index 874673df9d45ea..b1c2d90f425e85 100644
--- a/packages/prisma/seed.ts
+++ b/packages/prisma/seed.ts
@@ -7,8 +7,9 @@ import dailyMeta from "@calcom/app-store/dailyvideo/_metadata";
 import googleMeetMeta from "@calcom/app-store/googlevideo/_metadata";
 import zoomMeta from "@calcom/app-store/zoomvideo/_metadata";
 import dayjs from "@calcom/dayjs";
+import { getOrgFullOrigin } from "@calcom/ee/organizations/lib/orgDomains";
 import { hashPassword } from "@calcom/features/auth/lib/hashPassword";
-import { BookingStatus, MembershipRole, SchedulingType } from "@calcom/prisma/enums";
+import { BookingStatus, MembershipRole, RedirectType, SchedulingType } from "@calcom/prisma/enums";
 import type { Ensure } from "@calcom/types/utils";
 
 import prisma from ".";
@@ -147,6 +148,15 @@ async function createOrganizationAndAddMembersAndTeams({
         orgProfile: member.orgProfile,
       };
 
+      await prisma.tempOrgRedirect.create({
+        data: {
+          fromOrgId: 0,
+          type: RedirectType.User,
+          from: member.memberData.username,
+          toUrl: `${getOrgFullOrigin(orgData.slug)}/${member.orgProfile.username}`,
+        },
+      });
+
       orgMembersInDb.push(orgMemberInDb);
     }
   } catch (e) {
@@ -191,6 +201,11 @@ async function createOrganizationAndAddMembersAndTeams({
         create: orgMembersInDb.map((member) => ({
           uid: uuid(),
           username: member.orgProfile.username,
+          movedFromUser: {
+            connect: {
+              id: member.id,
+            },
+          },
           user: {
             connect: {
               id: member.id,
diff --git a/packages/trpc/server/routers/viewer/organizations/adminDelete.handler.ts b/packages/trpc/server/routers/viewer/organizations/adminDelete.handler.ts
index 8a8e52c8eaedc6..cf73e1bc208cd8 100644
--- a/packages/trpc/server/routers/viewer/organizations/adminDelete.handler.ts
+++ b/packages/trpc/server/routers/viewer/organizations/adminDelete.handler.ts
@@ -1,6 +1,7 @@
 import { deleteDomain } from "@calcom/lib/domainManager/organization";
 import logger from "@calcom/lib/logger";
 import { prisma } from "@calcom/prisma";
+import { RedirectType } from "@calcom/prisma/enums";
 
 import { TRPCError } from "@trpc/server";
 
@@ -44,6 +45,8 @@ export const adminDeleteHandler = async ({ input }: AdminDeleteOption) => {
     }
   }
 
+  await deleteAllRedirectsForUsers(foundOrg.members.map((member) => member.user));
+
   await renameUsersToAvoidUsernameConflicts(foundOrg.members.map((member) => member.user));
   await prisma.team.delete({
     where: {
@@ -79,3 +82,25 @@ async function renameUsersToAvoidUsernameConflicts(users: { id: number; username
     });
   }
 }
+
+async function deleteAllRedirectsForUsers(users: { username: string | null }[]) {
+  return await Promise.all(
+    users
+      .filter(
+        (
+          user
+        ): user is {
+          username: string;
+        } => !!user.username
+      )
+      .map((user) =>
+        prisma.tempOrgRedirect.deleteMany({
+          where: {
+            from: user.username,
+            type: RedirectType.User,
+            fromOrgId: 0,
+          },
+        })
+      )
+  );
+}