diff --git a/x-pack/plugins/cloud_security_posture/server/plugin.test.ts b/x-pack/plugins/cloud_security_posture/server/plugin.test.ts
index bf1ee2d020f691..e9ce21173e94e0 100644
--- a/x-pack/plugins/cloud_security_posture/server/plugin.test.ts
+++ b/x-pack/plugins/cloud_security_posture/server/plugin.test.ts
@@ -29,7 +29,7 @@ import {
 import {
   ExternalCallback,
   FleetStartContract,
-  PostPackagePolicyDeleteCallback,
+  PostPackagePolicyPostDeleteCallback,
   PostPackagePolicyPostCreateCallback,
 } from '@kbn/fleet-plugin/server';
 import { CLOUD_SECURITY_POSTURE_PACKAGE_NAME } from '../common/constants';
@@ -298,9 +298,9 @@ describe('Cloud Security Posture Plugin', () => {
         const deletedPackagePolicyMock = deletePackagePolicyMock();
         deletedPackagePolicyMock[0].package!.name = CLOUD_SECURITY_POSTURE_PACKAGE_NAME;
 
-        const packagePolicyPostDeleteCallbacks: PostPackagePolicyDeleteCallback[] = [];
+        const packagePolicyPostDeleteCallbacks: PostPackagePolicyPostDeleteCallback[] = [];
         fleetMock.registerExternalCallback.mockImplementation((...args) => {
-          if (args[0] === 'postPackagePolicyDelete') {
+          if (args[0] === 'packagePolicyPostDelete') {
             packagePolicyPostDeleteCallbacks.push(args[1]);
           }
         });
diff --git a/x-pack/plugins/cloud_security_posture/server/plugin.ts b/x-pack/plugins/cloud_security_posture/server/plugin.ts
index 915d9b6138ad01..027f92b293d786 100755
--- a/x-pack/plugins/cloud_security_posture/server/plugin.ts
+++ b/x-pack/plugins/cloud_security_posture/server/plugin.ts
@@ -16,7 +16,7 @@ import type {
 } from '@kbn/core/server';
 import type { DeepReadonly } from 'utility-types';
 import type {
-  DeletePackagePoliciesResponse,
+  PostDeletePackagePoliciesResponse,
   PackagePolicy,
   NewPackagePolicy,
 } from '@kbn/fleet-plugin/common';
@@ -145,8 +145,8 @@ export class CspPlugin
       );
 
       plugins.fleet.registerExternalCallback(
-        'postPackagePolicyDelete',
-        async (deletedPackagePolicies: DeepReadonly<DeletePackagePoliciesResponse>) => {
+        'packagePolicyPostDelete',
+        async (deletedPackagePolicies: DeepReadonly<PostDeletePackagePoliciesResponse>) => {
           for (const deletedPackagePolicy of deletedPackagePolicies) {
             if (isCspPackage(deletedPackagePolicy.package?.name)) {
               const soClient = core.savedObjects.createInternalRepository();
diff --git a/x-pack/plugins/fleet/common/index.ts b/x-pack/plugins/fleet/common/index.ts
index b347b5b29dd817..25b108e9ad0d59 100644
--- a/x-pack/plugins/fleet/common/index.ts
+++ b/x-pack/plugins/fleet/common/index.ts
@@ -95,7 +95,7 @@ export type {
   GetAgentPoliciesRequest,
   GetAgentPoliciesResponse,
   GetAgentPoliciesResponseItem,
-  DeletePackagePoliciesResponse,
+  PostDeletePackagePoliciesResponse,
   GetPackagesResponse,
   BulkInstallPackagesResponse,
   FleetErrorResponse,
diff --git a/x-pack/plugins/fleet/common/mocks.ts b/x-pack/plugins/fleet/common/mocks.ts
index 526110e1331374..eb45689a73bb67 100644
--- a/x-pack/plugins/fleet/common/mocks.ts
+++ b/x-pack/plugins/fleet/common/mocks.ts
@@ -5,7 +5,7 @@
  * 2.0.
  */
 
-import type { DeletePackagePoliciesResponse, NewPackagePolicy, PackagePolicy } from './types';
+import type { PostDeletePackagePoliciesResponse, NewPackagePolicy, PackagePolicy } from './types';
 import type { FleetAuthz } from './authz';
 import { ENDPOINT_PRIVILEGES } from './constants';
 
@@ -47,7 +47,7 @@ export const createPackagePolicyMock = (): PackagePolicy => {
   };
 };
 
-export const deletePackagePolicyMock = (): DeletePackagePoliciesResponse => {
+export const deletePackagePolicyMock = (): PostDeletePackagePoliciesResponse => {
   const newPackagePolicy = createNewPackagePolicyMock();
   return [
     {
diff --git a/x-pack/plugins/fleet/common/types/rest_spec/package_policy.ts b/x-pack/plugins/fleet/common/types/rest_spec/package_policy.ts
index c7de1bd489b475..8fd1dc35f8c629 100644
--- a/x-pack/plugins/fleet/common/types/rest_spec/package_policy.ts
+++ b/x-pack/plugins/fleet/common/types/rest_spec/package_policy.ts
@@ -54,7 +54,9 @@ export interface DeletePackagePoliciesRequest {
   };
 }
 
-export type DeletePackagePoliciesResponse = Array<{
+export type DeletePackagePoliciesResponse = PackagePolicy[];
+
+export type PostDeletePackagePoliciesResponse = Array<{
   id: string;
   name?: string;
   success: boolean;
diff --git a/x-pack/plugins/fleet/public/hooks/use_request/package_policy.ts b/x-pack/plugins/fleet/public/hooks/use_request/package_policy.ts
index 3b2b14960379f0..3e029f6257d2e6 100644
--- a/x-pack/plugins/fleet/public/hooks/use_request/package_policy.ts
+++ b/x-pack/plugins/fleet/public/hooks/use_request/package_policy.ts
@@ -14,7 +14,7 @@ import type {
 } from '../../types';
 import type {
   DeletePackagePoliciesRequest,
-  DeletePackagePoliciesResponse,
+  PostDeletePackagePoliciesResponse,
   GetPackagePoliciesRequest,
   GetPackagePoliciesResponse,
   GetOnePackagePolicyResponse,
@@ -44,7 +44,7 @@ export const sendUpdatePackagePolicy = (
 };
 
 export const sendDeletePackagePolicy = (body: DeletePackagePoliciesRequest['body']) => {
-  return sendRequest<DeletePackagePoliciesResponse>({
+  return sendRequest<PostDeletePackagePoliciesResponse>({
     path: packagePolicyRouteService.getDeletePath(),
     method: 'post',
     body: JSON.stringify(body),
diff --git a/x-pack/plugins/fleet/server/index.ts b/x-pack/plugins/fleet/server/index.ts
index 1e780d3926465a..1344eb5102ce47 100644
--- a/x-pack/plugins/fleet/server/index.ts
+++ b/x-pack/plugins/fleet/server/index.ts
@@ -27,7 +27,7 @@ export type { FleetSetupContract, FleetSetupDeps, FleetStartContract } from './p
 export type {
   ExternalCallback,
   PutPackagePolicyUpdateCallback,
-  PostPackagePolicyDeleteCallback,
+  PostPackagePolicyPostDeleteCallback,
   PostPackagePolicyCreateCallback,
   FleetRequestHandlerContext,
   PostPackagePolicyPostCreateCallback,
diff --git a/x-pack/plugins/fleet/server/mocks/index.ts b/x-pack/plugins/fleet/server/mocks/index.ts
index 01d92b8c8f28b5..31662538711233 100644
--- a/x-pack/plugins/fleet/server/mocks/index.ts
+++ b/x-pack/plugins/fleet/server/mocks/index.ts
@@ -122,6 +122,7 @@ export const createPackagePolicyServiceMock = (): jest.Mocked<PackagePolicyClien
     bulkUpdate: jest.fn(),
     runExternalCallbacks: jest.fn(),
     runDeleteExternalCallbacks: jest.fn(),
+    runPostDeleteExternalCallbacks: jest.fn(),
     upgrade: jest.fn(),
     getUpgradeDryRunDiff: jest.fn(),
     getUpgradePackagePolicyInfo: jest.fn(),
diff --git a/x-pack/plugins/fleet/server/routes/package_policy/handlers.test.ts b/x-pack/plugins/fleet/server/routes/package_policy/handlers.test.ts
index 14da6cfa0cab5f..04dce51e529694 100644
--- a/x-pack/plugins/fleet/server/routes/package_policy/handlers.test.ts
+++ b/x-pack/plugins/fleet/server/routes/package_policy/handlers.test.ts
@@ -98,7 +98,7 @@ jest.mock(
         update: jest.fn(),
         // @ts-ignore
         runExternalCallbacks: jest.fn((callbackType, packagePolicy, context, request) =>
-          callbackType === 'postPackagePolicyDelete'
+          callbackType === 'packagePolicyPostDelete'
             ? Promise.resolve(undefined)
             : Promise.resolve(packagePolicy)
         ),
diff --git a/x-pack/plugins/fleet/server/routes/package_policy/handlers.ts b/x-pack/plugins/fleet/server/routes/package_policy/handlers.ts
index ca29e7c0d079b0..8735cdf08cafd0 100644
--- a/x-pack/plugins/fleet/server/routes/package_policy/handlers.ts
+++ b/x-pack/plugins/fleet/server/routes/package_policy/handlers.ts
@@ -37,7 +37,7 @@ import type {
 import type {
   BulkGetPackagePoliciesResponse,
   CreatePackagePolicyResponse,
-  DeletePackagePoliciesResponse,
+  PostDeletePackagePoliciesResponse,
   NewPackagePolicy,
   UpgradePackagePolicyDryRunResponse,
   UpgradePackagePolicyResponse,
@@ -50,6 +50,8 @@ import { simplifiedPackagePolicytoNewPackagePolicy } from '../../../common/servi
 
 import type { SimplifiedPackagePolicy } from '../../../common/services/simplified_package_policy_helper';
 
+export const isNotNull = <T>(value: T | null): value is T => value !== null;
+
 export const getPackagePoliciesHandler: FleetRequestHandler<
   undefined,
   TypeOf<typeof GetPackagePoliciesRequestSchema.query>
@@ -398,8 +400,30 @@ export const deletePackagePolicyHandler: RequestHandler<
   const soClient = coreContext.savedObjects.client;
   const esClient = coreContext.elasticsearch.client.asInternalUser;
   const user = appContextService.getSecurity()?.authc.getCurrentUser(request) || undefined;
+  const logger = appContextService.getLogger();
+
   try {
-    const body: DeletePackagePoliciesResponse = await packagePolicyService.delete(
+    try {
+      const packagePolicies = await packagePolicyService.getByIDs(
+        soClient,
+        request.body.packagePolicyIds,
+        { ignoreMissing: true }
+      );
+
+      if (packagePolicies) {
+        await packagePolicyService.runExternalCallbacks(
+          'packagePolicyDelete',
+          packagePolicies,
+          context,
+          request
+        );
+      }
+    } catch (error) {
+      logger.error(`An error occurred executing external callback: ${error}`);
+      logger.error(error);
+    }
+
+    const body: PostDeletePackagePoliciesResponse = await packagePolicyService.delete(
       soClient,
       esClient,
       request.body.packagePolicyIds,
@@ -407,13 +431,12 @@ export const deletePackagePolicyHandler: RequestHandler<
     );
     try {
       await packagePolicyService.runExternalCallbacks(
-        'postPackagePolicyDelete',
+        'packagePolicyPostDelete',
         body,
         context,
         request
       );
     } catch (error) {
-      const logger = appContextService.getLogger();
       logger.error(`An error occurred executing external callback: ${error}`);
       logger.error(error);
     }
@@ -434,7 +457,25 @@ export const deleteOnePackagePolicyHandler: RequestHandler<
   const soClient = coreContext.savedObjects.client;
   const esClient = coreContext.elasticsearch.client.asInternalUser;
   const user = appContextService.getSecurity()?.authc.getCurrentUser(request) || undefined;
+  const logger = appContextService.getLogger();
+
   try {
+    try {
+      const packagePolicy = await packagePolicyService.get(
+        soClient,
+        request.params.packagePolicyId
+      );
+      await packagePolicyService.runExternalCallbacks(
+        'packagePolicyDelete',
+        packagePolicy ? [packagePolicy] : [],
+        context,
+        request
+      );
+    } catch (error) {
+      logger.error(`An error occurred executing external callback: ${error}`);
+      logger.error(error);
+    }
+
     const res = await packagePolicyService.delete(
       soClient,
       esClient,
@@ -454,13 +495,12 @@ export const deleteOnePackagePolicyHandler: RequestHandler<
     }
     try {
       await packagePolicyService.runExternalCallbacks(
-        'postPackagePolicyDelete',
+        'packagePolicyPostDelete',
         res,
         context,
         request
       );
     } catch (error) {
-      const logger = appContextService.getLogger();
       logger.error(`An error occurred executing external callback: ${error}`);
       logger.error(error);
     }
diff --git a/x-pack/plugins/fleet/server/services/agent_policy.test.ts b/x-pack/plugins/fleet/server/services/agent_policy.test.ts
index a2a0b691a6a53a..014764743ee35e 100644
--- a/x-pack/plugins/fleet/server/services/agent_policy.test.ts
+++ b/x-pack/plugins/fleet/server/services/agent_policy.test.ts
@@ -171,7 +171,7 @@ describe('agent policy', () => {
 
     it('should run package policy delete external callbacks', async () => {
       await agentPolicyService.delete(soClient, esClient, 'mocked');
-      expect(packagePolicyService.runDeleteExternalCallbacks).toHaveBeenCalledWith([
+      expect(packagePolicyService.runPostDeleteExternalCallbacks).toHaveBeenCalledWith([
         { id: 'package-1' },
       ]);
     });
@@ -195,7 +195,7 @@ describe('agent policy', () => {
 
       await agentPolicyService.delete(soClient, esClient, 'mocked', { force: true });
 
-      expect(packagePolicyService.runDeleteExternalCallbacks).toHaveBeenCalledWith([
+      expect(packagePolicyService.runPostDeleteExternalCallbacks).toHaveBeenCalledWith([
         { id: 'package-1' },
       ]);
     });
diff --git a/x-pack/plugins/fleet/server/services/agent_policy.ts b/x-pack/plugins/fleet/server/services/agent_policy.ts
index c66f16f61b5c57..ea8b3ff572e326 100644
--- a/x-pack/plugins/fleet/server/services/agent_policy.ts
+++ b/x-pack/plugins/fleet/server/services/agent_policy.ts
@@ -51,7 +51,7 @@ import type {
   FleetServerPolicy,
   Installation,
   Output,
-  DeletePackagePoliciesResponse,
+  PostDeletePackagePoliciesResponse,
   PackageInfo,
 } from '../../common/types';
 import {
@@ -680,7 +680,10 @@ class AgentPolicyService {
           `Cannot delete agent policy ${id} that contains managed package policies`
         );
       }
-      const deletedPackagePolicies: DeletePackagePoliciesResponse =
+
+      await packagePolicyService.runDeleteExternalCallbacks(packagePolicies);
+
+      const deletedPackagePolicies: PostDeletePackagePoliciesResponse =
         await packagePolicyService.delete(
           soClient,
           esClient,
@@ -691,7 +694,7 @@ class AgentPolicyService {
           }
         );
       try {
-        await packagePolicyService.runDeleteExternalCallbacks(deletedPackagePolicies);
+        await packagePolicyService.runPostDeleteExternalCallbacks(deletedPackagePolicies);
       } catch (error) {
         const logger = appContextService.getLogger();
         logger.error(`An error occurred executing external callback: ${error}`);
diff --git a/x-pack/plugins/fleet/server/services/app_context.ts b/x-pack/plugins/fleet/server/services/app_context.ts
index caf3991431c21e..c8c6c8b4c0e595 100644
--- a/x-pack/plugins/fleet/server/services/app_context.ts
+++ b/x-pack/plugins/fleet/server/services/app_context.ts
@@ -35,8 +35,9 @@ import type { ExperimentalFeatures } from '../../common/experimental_features';
 import type {
   ExternalCallback,
   ExternalCallbacksStorage,
-  PostPackagePolicyCreateCallback,
   PostPackagePolicyDeleteCallback,
+  PostPackagePolicyCreateCallback,
+  PostPackagePolicyPostDeleteCallback,
   PostPackagePolicyPostCreateCallback,
   PutPackagePolicyUpdateCallback,
 } from '../types';
@@ -211,8 +212,10 @@ class AppContextService {
     | Set<
         T extends 'packagePolicyCreate'
           ? PostPackagePolicyCreateCallback
-          : T extends 'postPackagePolicyDelete'
+          : T extends 'packagePolicyDelete'
           ? PostPackagePolicyDeleteCallback
+          : T extends 'packagePolicyPostDelete'
+          ? PostPackagePolicyPostDeleteCallback
           : T extends 'packagePolicyPostCreate'
           ? PostPackagePolicyPostCreateCallback
           : PutPackagePolicyUpdateCallback
@@ -222,8 +225,10 @@ class AppContextService {
       return this.externalCallbacks.get(type) as Set<
         T extends 'packagePolicyCreate'
           ? PostPackagePolicyCreateCallback
-          : T extends 'postPackagePolicyDelete'
+          : T extends 'packagePolicyDelete'
           ? PostPackagePolicyDeleteCallback
+          : T extends 'packagePolicyPostDelete'
+          ? PostPackagePolicyPostDeleteCallback
           : T extends 'packagePolicyPostCreate'
           ? PostPackagePolicyPostCreateCallback
           : PutPackagePolicyUpdateCallback
diff --git a/x-pack/plugins/fleet/server/services/package_policy.test.ts b/x-pack/plugins/fleet/server/services/package_policy.test.ts
index 0097961c71ede0..faf7e41f153786 100644
--- a/x-pack/plugins/fleet/server/services/package_policy.test.ts
+++ b/x-pack/plugins/fleet/server/services/package_policy.test.ts
@@ -24,11 +24,12 @@ import type {
   PackageInfo,
   PackagePolicySOAttributes,
   AgentPolicySOAttributes,
-  PostPackagePolicyDeleteCallback,
+  PostPackagePolicyPostDeleteCallback,
   RegistryDataStream,
   PackagePolicyInputStream,
   PackagePolicy,
   PostPackagePolicyPostCreateCallback,
+  PostPackagePolicyDeleteCallback,
 } from '../types';
 import { createPackagePolicyMock } from '../../common/mocks';
 
@@ -37,11 +38,12 @@ import type { PutPackagePolicyUpdateCallback, PostPackagePolicyCreateCallback }
 import { createAppContextStartContractMock, xpackMocks } from '../mocks';
 
 import type {
-  DeletePackagePoliciesResponse,
+  PostDeletePackagePoliciesResponse,
   InputsOverride,
   NewPackagePolicy,
   NewPackagePolicyInput,
   PackagePolicyPackage,
+  DeletePackagePoliciesResponse,
 } from '../../common/types';
 import { packageToPackagePolicy } from '../../common/services';
 
@@ -2039,11 +2041,11 @@ describe('Package policy service', () => {
     it('should allow to delete a package policy', async () => {});
   });
 
-  describe('runDeleteExternalCallbacks', () => {
-    let callbackOne: jest.MockedFunction<PostPackagePolicyDeleteCallback>;
-    let callbackTwo: jest.MockedFunction<PostPackagePolicyDeleteCallback>;
+  describe('runPostDeleteExternalCallbacks', () => {
+    let callbackOne: jest.MockedFunction<PostPackagePolicyPostDeleteCallback>;
+    let callbackTwo: jest.MockedFunction<PostPackagePolicyPostDeleteCallback>;
     let callingOrder: string[];
-    let deletedPackagePolicies: DeletePackagePoliciesResponse;
+    let deletedPackagePolicies: PostDeletePackagePoliciesResponse;
 
     beforeEach(() => {
       appContextService.start(createAppContextStartContractMock());
@@ -2058,8 +2060,8 @@ describe('Package policy service', () => {
       callbackTwo = jest.fn(async (deletedPolicies) => {
         callingOrder.push('two');
       });
-      appContextService.addExternalCallback('postPackagePolicyDelete', callbackOne);
-      appContextService.addExternalCallback('postPackagePolicyDelete', callbackTwo);
+      appContextService.addExternalCallback('packagePolicyPostDelete', callbackOne);
+      appContextService.addExternalCallback('packagePolicyPostDelete', callbackTwo);
     });
 
     afterEach(() => {
@@ -2067,7 +2069,7 @@ describe('Package policy service', () => {
     });
 
     it('should execute external callbacks', async () => {
-      await packagePolicyService.runDeleteExternalCallbacks(deletedPackagePolicies);
+      await packagePolicyService.runPostDeleteExternalCallbacks(deletedPackagePolicies);
 
       expect(callbackOne).toHaveBeenCalledWith(deletedPackagePolicies);
       expect(callbackTwo).toHaveBeenCalledWith(deletedPackagePolicies);
@@ -2080,7 +2082,78 @@ describe('Package policy service', () => {
         throw new Error('foo');
       });
       await expect(
-        packagePolicyService.runDeleteExternalCallbacks(deletedPackagePolicies)
+        packagePolicyService.runPostDeleteExternalCallbacks(deletedPackagePolicies)
+      ).rejects.toThrow(FleetError);
+      expect(callingOrder).toEqual(['one', 'two']);
+    });
+
+    it('should provide an array of errors encountered by running external callbacks', async () => {
+      let error: FleetError;
+      const callbackOneError = new Error('foo 1');
+      const callbackTwoError = new Error('foo 2');
+
+      callbackOne.mockImplementation(async (deletedPolicies) => {
+        callingOrder.push('one');
+        throw callbackOneError;
+      });
+      callbackTwo.mockImplementation(async (deletedPolicies) => {
+        callingOrder.push('two');
+        throw callbackTwoError;
+      });
+
+      await packagePolicyService
+        .runPostDeleteExternalCallbacks(deletedPackagePolicies)
+        .catch((e) => {
+          error = e;
+        });
+
+      expect(error!.message).toEqual(
+        '2 encountered while executing package post delete external callbacks'
+      );
+      expect(error!.meta).toEqual([callbackOneError, callbackTwoError]);
+      expect(callingOrder).toEqual(['one', 'two']);
+    });
+  });
+
+  describe('runDeleteExternalCallbacks', () => {
+    let callbackOne: jest.MockedFunction<PostPackagePolicyDeleteCallback>;
+    let callbackTwo: jest.MockedFunction<PostPackagePolicyDeleteCallback>;
+    let callingOrder: string[];
+    let packagePolicies: DeletePackagePoliciesResponse;
+
+    beforeEach(() => {
+      appContextService.start(createAppContextStartContractMock());
+      callingOrder = [];
+      packagePolicies = [{ id: 'a' }, { id: 'a' }] as DeletePackagePoliciesResponse;
+      callbackOne = jest.fn(async (deletedPolicies) => {
+        callingOrder.push('one');
+      });
+      callbackTwo = jest.fn(async (deletedPolicies) => {
+        callingOrder.push('two');
+      });
+      appContextService.addExternalCallback('packagePolicyDelete', callbackOne);
+      appContextService.addExternalCallback('packagePolicyDelete', callbackTwo);
+    });
+
+    afterEach(() => {
+      appContextService.stop();
+    });
+
+    it('should execute external callbacks', async () => {
+      await packagePolicyService.runDeleteExternalCallbacks(packagePolicies);
+
+      expect(callbackOne).toHaveBeenCalledWith(packagePolicies);
+      expect(callbackTwo).toHaveBeenCalledWith(packagePolicies);
+      expect(callingOrder).toEqual(['one', 'two']);
+    });
+
+    it("should execute all external callbacks even if one throw's", async () => {
+      callbackOne.mockImplementation(async (deletedPolicies) => {
+        callingOrder.push('one');
+        throw new Error('foo');
+      });
+      await expect(
+        packagePolicyService.runDeleteExternalCallbacks(packagePolicies)
       ).rejects.toThrow(FleetError);
       expect(callingOrder).toEqual(['one', 'two']);
     });
@@ -2099,7 +2172,7 @@ describe('Package policy service', () => {
         throw callbackTwoError;
       });
 
-      await packagePolicyService.runDeleteExternalCallbacks(deletedPackagePolicies).catch((e) => {
+      await packagePolicyService.runDeleteExternalCallbacks(packagePolicies).catch((e) => {
         error = e;
       });
 
@@ -2286,7 +2359,7 @@ describe('Package policy service', () => {
     });
   });
 
-  describe('runPostPackagePolicyPostCreateCallback', () => {
+  describe('runPackagePolicyPostCreateCallback', () => {
     let context: ReturnType<typeof xpackMocks.createRequestHandlerContext>;
     let request: KibanaRequest;
     const packagePolicy = {
diff --git a/x-pack/plugins/fleet/server/services/package_policy.ts b/x-pack/plugins/fleet/server/services/package_policy.ts
index 80d6341f5c68b6..0c824211ab2d55 100644
--- a/x-pack/plugins/fleet/server/services/package_policy.ts
+++ b/x-pack/plugins/fleet/server/services/package_policy.ts
@@ -44,7 +44,7 @@ import {
   PACKAGES_SAVED_OBJECT_TYPE,
 } from '../../common/constants';
 import type {
-  DeletePackagePoliciesResponse,
+  PostDeletePackagePoliciesResponse,
   UpgradePackagePolicyResponse,
   PackagePolicyInput,
   NewPackagePolicyInput,
@@ -58,6 +58,7 @@ import type {
   PackagePolicyPackage,
   Installation,
   ExperimentalDataStreamFeature,
+  DeletePackagePoliciesResponse,
 } from '../../common/types';
 import { PACKAGE_POLICY_SAVED_OBJECT_TYPE } from '../constants';
 import {
@@ -691,8 +692,8 @@ class PackagePolicyClientImpl implements PackagePolicyClient {
     esClient: ElasticsearchClient,
     ids: string[],
     options?: { user?: AuthenticatedUser; skipUnassignFromAgentPolicies?: boolean; force?: boolean }
-  ): Promise<DeletePackagePoliciesResponse> {
-    const result: DeletePackagePoliciesResponse = [];
+  ): Promise<PostDeletePackagePoliciesResponse> {
+    const result: PostDeletePackagePoliciesResponse = [];
 
     const packagePolicies = await this.getByIDs(soClient, ids, { ignoreMissing: true });
     if (!packagePolicies) {
@@ -1205,15 +1206,19 @@ class PackagePolicyClientImpl implements PackagePolicyClient {
 
   public async runExternalCallbacks<A extends ExternalCallback[0]>(
     externalCallbackType: A,
-    packagePolicy: A extends 'postPackagePolicyDelete'
+    packagePolicy: A extends 'packagePolicyDelete'
       ? DeletePackagePoliciesResponse
+      : A extends 'packagePolicyPostDelete'
+      ? PostDeletePackagePoliciesResponse
       : A extends 'packagePolicyPostCreate'
       ? PackagePolicy
       : NewPackagePolicy,
     context: RequestHandlerContext,
     request: KibanaRequest
   ): Promise<
-    A extends 'postPackagePolicyDelete'
+    A extends 'packagePolicyDelete'
+      ? void
+      : A extends 'packagePolicyPostDelete'
       ? void
       : A extends 'packagePolicyPostCreate'
       ? PackagePolicy
@@ -1221,11 +1226,19 @@ class PackagePolicyClientImpl implements PackagePolicyClient {
   >;
   public async runExternalCallbacks(
     externalCallbackType: ExternalCallback[0],
-    packagePolicy: PackagePolicy | NewPackagePolicy | DeletePackagePoliciesResponse,
+    packagePolicy:
+      | PackagePolicy
+      | NewPackagePolicy
+      | PostDeletePackagePoliciesResponse
+      | DeletePackagePoliciesResponse,
     context: RequestHandlerContext,
     request: KibanaRequest
   ): Promise<PackagePolicy | NewPackagePolicy | void> {
-    if (externalCallbackType === 'postPackagePolicyDelete') {
+    if (externalCallbackType === 'packagePolicyPostDelete') {
+      return await this.runPostDeleteExternalCallbacks(
+        packagePolicy as PostDeletePackagePoliciesResponse
+      );
+    } else if (externalCallbackType === 'packagePolicyDelete') {
       return await this.runDeleteExternalCallbacks(packagePolicy as DeletePackagePoliciesResponse);
     } else {
       if (!Array.isArray(packagePolicy)) {
@@ -1263,10 +1276,10 @@ class PackagePolicyClientImpl implements PackagePolicyClient {
     }
   }
 
-  public async runDeleteExternalCallbacks(
-    deletedPackagePolicies: DeletePackagePoliciesResponse
+  public async runPostDeleteExternalCallbacks(
+    deletedPackagePolicies: PostDeletePackagePoliciesResponse
   ): Promise<void> {
-    const externalCallbacks = appContextService.getExternalCallbacks('postPackagePolicyDelete');
+    const externalCallbacks = appContextService.getExternalCallbacks('packagePolicyPostDelete');
     const errorsThrown: Error[] = [];
 
     if (externalCallbacks && externalCallbacks.size > 0) {
@@ -1280,6 +1293,32 @@ class PackagePolicyClientImpl implements PackagePolicyClient {
         }
       }
 
+      if (errorsThrown.length > 0) {
+        throw new FleetError(
+          `${errorsThrown.length} encountered while executing package post delete external callbacks`,
+          errorsThrown
+        );
+      }
+    }
+  }
+
+  public async runDeleteExternalCallbacks(
+    deletedPackagePolices: DeletePackagePoliciesResponse
+  ): Promise<void> {
+    const externalCallbacks = appContextService.getExternalCallbacks('packagePolicyDelete');
+    const errorsThrown: Error[] = [];
+
+    if (externalCallbacks && externalCallbacks.size > 0) {
+      for (const callback of externalCallbacks) {
+        // Failures from an external callback should not prevent other external callbacks from being
+        // executed. Errors (if any) will be collected and `throw`n after processing the entire set
+        try {
+          await callback(deletedPackagePolices);
+        } catch (error) {
+          errorsThrown.push(error);
+        }
+      }
+
       if (errorsThrown.length > 0) {
         throw new FleetError(
           `${errorsThrown.length} encountered while executing package delete external callbacks`,
diff --git a/x-pack/plugins/fleet/server/services/package_policy_service.ts b/x-pack/plugins/fleet/server/services/package_policy_service.ts
index c1638e63b67c0d..790622a6ae6b4c 100644
--- a/x-pack/plugins/fleet/server/services/package_policy_service.ts
+++ b/x-pack/plugins/fleet/server/services/package_policy_service.ts
@@ -14,14 +14,17 @@ import type {
 import type { AuthenticatedUser } from '@kbn/security-plugin/server';
 
 import type {
-  DeletePackagePoliciesResponse,
+  PostDeletePackagePoliciesResponse,
   UpgradePackagePolicyResponse,
   PackageInfo,
   ListWithKuery,
   ListResult,
   UpgradePackagePolicyDryRunResponseItem,
 } from '../../common';
-import type { ExperimentalDataStreamFeature } from '../../common/types';
+import type {
+  DeletePackagePoliciesResponse,
+  ExperimentalDataStreamFeature,
+} from '../../common/types';
 import type { NewPackagePolicy, UpdatePackagePolicy, PackagePolicy } from '../types';
 import type { ExternalCallback } from '..';
 
@@ -106,7 +109,7 @@ export interface PackagePolicyClient {
     esClient: ElasticsearchClient,
     ids: string[],
     options?: { user?: AuthenticatedUser; skipUnassignFromAgentPolicies?: boolean; force?: boolean }
-  ): Promise<DeletePackagePoliciesResponse>;
+  ): Promise<PostDeletePackagePoliciesResponse>;
 
   upgrade(
     soClient: SavedObjectsClientContract,
@@ -137,15 +140,19 @@ export interface PackagePolicyClient {
 
   runExternalCallbacks<A extends ExternalCallback[0]>(
     externalCallbackType: A,
-    packagePolicy: A extends 'postPackagePolicyDelete'
+    packagePolicy: A extends 'packagePolicyDelete'
       ? DeletePackagePoliciesResponse
+      : A extends 'packagePolicyPostDelete'
+      ? PostDeletePackagePoliciesResponse
       : A extends 'packagePolicyPostCreate'
       ? PackagePolicy
       : NewPackagePolicy,
     context: RequestHandlerContext,
     request: KibanaRequest
   ): Promise<
-    A extends 'postPackagePolicyDelete'
+    A extends 'packagePolicyDelete'
+      ? void
+      : A extends 'packagePolicyPostDelete'
       ? void
       : A extends 'packagePolicyPostCreate'
       ? PackagePolicy
@@ -154,6 +161,10 @@ export interface PackagePolicyClient {
 
   runDeleteExternalCallbacks(deletedPackagePolicies: DeletePackagePoliciesResponse): Promise<void>;
 
+  runPostDeleteExternalCallbacks(
+    deletedPackagePolicies: PostDeletePackagePoliciesResponse
+  ): Promise<void>;
+
   getUpgradePackagePolicyInfo(
     soClient: SavedObjectsClientContract,
     id: string
diff --git a/x-pack/plugins/fleet/server/types/extensions.ts b/x-pack/plugins/fleet/server/types/extensions.ts
index 94682082822d5c..6d3ebc32b523f3 100644
--- a/x-pack/plugins/fleet/server/types/extensions.ts
+++ b/x-pack/plugins/fleet/server/types/extensions.ts
@@ -10,14 +10,19 @@ import type { KibanaRequest, RequestHandlerContext } from '@kbn/core/server';
 import type { DeepReadonly } from 'utility-types';
 
 import type {
-  DeletePackagePoliciesResponse,
+  PostDeletePackagePoliciesResponse,
   NewPackagePolicy,
   UpdatePackagePolicy,
   PackagePolicy,
+  DeletePackagePoliciesResponse,
 } from '../../common/types';
 
 export type PostPackagePolicyDeleteCallback = (
-  deletedPackagePolicies: DeepReadonly<DeletePackagePoliciesResponse>
+  packagePolicies: DeletePackagePoliciesResponse
+) => Promise<void>;
+
+export type PostPackagePolicyPostDeleteCallback = (
+  deletedPackagePolicies: DeepReadonly<PostDeletePackagePoliciesResponse>
 ) => Promise<void>;
 
 export type PostPackagePolicyCreateCallback = (
@@ -43,7 +48,12 @@ export type ExternalCallbackPostCreate = [
   'packagePolicyPostCreate',
   PostPackagePolicyPostCreateCallback
 ];
-export type ExternalCallbackDelete = ['postPackagePolicyDelete', PostPackagePolicyDeleteCallback];
+
+export type ExternalCallbackDelete = ['packagePolicyDelete', PostPackagePolicyDeleteCallback];
+export type ExternalCallbackPostDelete = [
+  'packagePolicyPostDelete',
+  PostPackagePolicyPostDeleteCallback
+];
 export type ExternalCallbackUpdate = ['packagePolicyUpdate', PutPackagePolicyUpdateCallback];
 
 /**
@@ -53,6 +63,7 @@ export type ExternalCallback =
   | ExternalCallbackCreate
   | ExternalCallbackPostCreate
   | ExternalCallbackDelete
+  | ExternalCallbackPostDelete
   | ExternalCallbackUpdate;
 
 export type ExternalCallbacksStorage = Map<ExternalCallback[0], Set<ExternalCallback[1]>>;
diff --git a/x-pack/plugins/osquery/server/lib/fleet_integration.ts b/x-pack/plugins/osquery/server/lib/fleet_integration.ts
index 6eac2b2efd9488..f03afedc8628ad 100644
--- a/x-pack/plugins/osquery/server/lib/fleet_integration.ts
+++ b/x-pack/plugins/osquery/server/lib/fleet_integration.ts
@@ -7,13 +7,13 @@
 
 import type { SavedObjectReference, SavedObjectsClient } from '@kbn/core/server';
 import { filter, map } from 'lodash';
-import type { PostPackagePolicyDeleteCallback } from '@kbn/fleet-plugin/server';
+import type { PostPackagePolicyPostDeleteCallback } from '@kbn/fleet-plugin/server';
 import { AGENT_POLICY_SAVED_OBJECT_TYPE } from '@kbn/fleet-plugin/common';
 import { packSavedObjectType } from '../../common/types';
 import { OSQUERY_INTEGRATION_NAME } from '../../common';
 
 export const getPackagePolicyDeleteCallback =
-  (packsClient: SavedObjectsClient): PostPackagePolicyDeleteCallback =>
+  (packsClient: SavedObjectsClient): PostPackagePolicyPostDeleteCallback =>
   async (deletedPackagePolicy) => {
     const deletedOsqueryManagerPolicies = filter(deletedPackagePolicy, [
       'package.name',
diff --git a/x-pack/plugins/osquery/server/plugin.ts b/x-pack/plugins/osquery/server/plugin.ts
index 365299750a9ce3..04417b15e22b83 100644
--- a/x-pack/plugins/osquery/server/plugin.ts
+++ b/x-pack/plugins/osquery/server/plugin.ts
@@ -160,7 +160,7 @@ export class OsqueryPlugin implements Plugin<OsqueryPluginSetup, OsqueryPluginSt
           }
         );
 
-        registerIngestCallback('postPackagePolicyDelete', getPackagePolicyDeleteCallback(client));
+        registerIngestCallback('packagePolicyPostDelete', getPackagePolicyDeleteCallback(client));
       }
     });
 
diff --git a/x-pack/plugins/security_solution/common/endpoint/data_loaders/index_fleet_endpoint_policy.ts b/x-pack/plugins/security_solution/common/endpoint/data_loaders/index_fleet_endpoint_policy.ts
index 0fbc8b74f3590b..c7ccc728525d5a 100644
--- a/x-pack/plugins/security_solution/common/endpoint/data_loaders/index_fleet_endpoint_policy.ts
+++ b/x-pack/plugins/security_solution/common/endpoint/data_loaders/index_fleet_endpoint_policy.ts
@@ -14,7 +14,7 @@ import type {
   CreatePackagePolicyRequest,
   CreatePackagePolicyResponse,
   DeleteAgentPolicyResponse,
-  DeletePackagePoliciesResponse,
+  PostDeletePackagePoliciesResponse,
 } from '@kbn/fleet-plugin/common';
 import { AGENT_POLICY_API_ROUTES, PACKAGE_POLICY_API_ROUTES } from '@kbn/fleet-plugin/common';
 import type { PolicyData } from '../types';
@@ -102,7 +102,7 @@ export const indexFleetEndpointPolicy = async (
 };
 
 export interface DeleteIndexedFleetEndpointPoliciesResponse {
-  integrationPolicies: DeletePackagePoliciesResponse | undefined;
+  integrationPolicies: PostDeletePackagePoliciesResponse | undefined;
   agentPolicies: DeleteAgentPolicyResponse[] | undefined;
 }
 
@@ -132,7 +132,7 @@ export const deleteIndexedFleetEndpointPolicies = async (
             packagePolicyIds: indexData.integrationPolicies.map((policy) => policy.id),
           },
         })
-        .catch(wrapErrorAndRejectPromise)) as AxiosResponse<DeletePackagePoliciesResponse>
+        .catch(wrapErrorAndRejectPromise)) as AxiosResponse<PostDeletePackagePoliciesResponse>
     ).data;
   }
 
diff --git a/x-pack/plugins/security_solution/server/endpoint/endpoint_app_context_services.ts b/x-pack/plugins/security_solution/server/endpoint/endpoint_app_context_services.ts
index bf87fbb22de0ae..8e7656150be23f 100644
--- a/x-pack/plugins/security_solution/server/endpoint/endpoint_app_context_services.ts
+++ b/x-pack/plugins/security_solution/server/endpoint/endpoint_app_context_services.ts
@@ -140,7 +140,7 @@ export class EndpointAppContextService {
       );
 
       registerIngestCallback(
-        'postPackagePolicyDelete',
+        'packagePolicyPostDelete',
         getPackagePolicyDeleteCallback(exceptionListsClient)
       );
     }
diff --git a/x-pack/plugins/security_solution/server/fleet_integration/fleet_integration.test.ts b/x-pack/plugins/security_solution/server/fleet_integration/fleet_integration.test.ts
index 44f9a8bafae3d1..e8bccd2aeacf72 100644
--- a/x-pack/plugins/security_solution/server/fleet_integration/fleet_integration.test.ts
+++ b/x-pack/plugins/security_solution/server/fleet_integration/fleet_integration.test.ts
@@ -43,7 +43,7 @@ import { getMockArtifacts, toArtifactRecords } from '../endpoint/lib/artifacts/m
 import { Manifest } from '../endpoint/lib/artifacts';
 import type { NewPackagePolicy, PackagePolicy } from '@kbn/fleet-plugin/common/types/models';
 import type { ManifestSchema } from '../../common/endpoint/schema/manifest';
-import type { DeletePackagePoliciesResponse } from '@kbn/fleet-plugin/common';
+import type { PostDeletePackagePoliciesResponse } from '@kbn/fleet-plugin/common';
 import { createMockPolicyData } from '../endpoint/services/feature_usage/mocks';
 import { ALL_ENDPOINT_ARTIFACT_LIST_IDS } from '../../common/endpoint/service/artifacts/constants';
 import { ENDPOINT_EVENT_FILTERS_LIST_ID } from '@kbn/securitysolution-list-constants';
@@ -396,7 +396,7 @@ describe('ingest_integration tests ', () => {
       await callback(deletePackagePolicyMock());
     };
 
-    let removedPolicies: DeletePackagePoliciesResponse;
+    let removedPolicies: PostDeletePackagePoliciesResponse;
     let policyId: string;
     let fakeArtifact: ExceptionListSchema;
 
diff --git a/x-pack/plugins/security_solution/server/fleet_integration/fleet_integration.ts b/x-pack/plugins/security_solution/server/fleet_integration/fleet_integration.ts
index f383778b764d2d..a2fe485921e6d8 100644
--- a/x-pack/plugins/security_solution/server/fleet_integration/fleet_integration.ts
+++ b/x-pack/plugins/security_solution/server/fleet_integration/fleet_integration.ts
@@ -10,7 +10,7 @@ import type { ExceptionListClient } from '@kbn/lists-plugin/server';
 import type { PluginStartContract as AlertsStartContract } from '@kbn/alerting-plugin/server';
 import type {
   PostPackagePolicyCreateCallback,
-  PostPackagePolicyDeleteCallback,
+  PostPackagePolicyPostDeleteCallback,
   PutPackagePolicyUpdateCallback,
   PostPackagePolicyPostCreateCallback,
 } from '@kbn/fleet-plugin/server';
@@ -190,7 +190,7 @@ export const getPackagePolicyPostCreateCallback = (
 
 export const getPackagePolicyDeleteCallback = (
   exceptionsClient: ExceptionListClient | undefined
-): PostPackagePolicyDeleteCallback => {
+): PostPackagePolicyPostDeleteCallback => {
   return async (deletePackagePolicy): Promise<void> => {
     if (!exceptionsClient) {
       return;
diff --git a/x-pack/plugins/security_solution/server/fleet_integration/handlers/remove_policy_from_artifacts.ts b/x-pack/plugins/security_solution/server/fleet_integration/handlers/remove_policy_from_artifacts.ts
index 9f2dbf416dd801..b423c47f6ca652 100644
--- a/x-pack/plugins/security_solution/server/fleet_integration/handlers/remove_policy_from_artifacts.ts
+++ b/x-pack/plugins/security_solution/server/fleet_integration/handlers/remove_policy_from_artifacts.ts
@@ -8,7 +8,7 @@
 import pMap from 'p-map';
 
 import type { ExceptionListClient } from '@kbn/lists-plugin/server';
-import type { PostPackagePolicyDeleteCallback } from '@kbn/fleet-plugin/server';
+import type { PostPackagePolicyPostDeleteCallback } from '@kbn/fleet-plugin/server';
 import { ALL_ENDPOINT_ARTIFACT_LIST_IDS } from '../../../common/endpoint/service/artifacts/constants';
 
 /**
@@ -16,7 +16,7 @@ import { ALL_ENDPOINT_ARTIFACT_LIST_IDS } from '../../../common/endpoint/service
  */
 export const removePolicyFromArtifacts = async (
   exceptionsClient: ExceptionListClient,
-  policy: Parameters<PostPackagePolicyDeleteCallback>[0][0]
+  policy: Parameters<PostPackagePolicyPostDeleteCallback>[0][0]
 ) => {
   let page = 1;