diff --git a/x-pack/package.json b/x-pack/package.json
index 2b52646e0f748..6fa98e4adf226 100644
--- a/x-pack/package.json
+++ b/x-pack/package.json
@@ -44,9 +44,9 @@
     "@storybook/addon-storyshots": "^5.3.19",
     "@storybook/react": "^5.3.19",
     "@storybook/theming": "^5.3.19",
+    "@testing-library/jest-dom": "^5.8.0",
     "@testing-library/react": "^9.3.2",
     "@testing-library/react-hooks": "^3.2.1",
-    "@testing-library/jest-dom": "^5.8.0",
     "@types/angular": "^1.6.56",
     "@types/archiver": "^3.1.0",
     "@types/base64-js": "^1.2.5",
@@ -72,8 +72,9 @@
     "@types/gulp": "^4.0.6",
     "@types/hapi__wreck": "^15.0.1",
     "@types/he": "^1.1.1",
-    "@types/hoist-non-react-statics": "^3.3.1",
     "@types/history": "^4.7.3",
+    "@types/hoist-non-react-statics": "^3.3.1",
+    "@types/http-proxy": "^1.17.4",
     "@types/jest": "^25.2.3",
     "@types/jest-specific-snapshot": "^0.5.4",
     "@types/joi": "^13.4.2",
@@ -94,6 +95,7 @@
     "@types/object-hash": "^1.3.0",
     "@types/papaparse": "^5.0.3",
     "@types/pngjs": "^3.3.2",
+    "@types/pretty-ms": "^5.0.0",
     "@types/prop-types": "^15.5.3",
     "@types/proper-lockfile": "^3.0.1",
     "@types/puppeteer": "^1.20.1",
@@ -109,6 +111,7 @@
     "@types/redux-actions": "^2.6.1",
     "@types/set-value": "^2.0.0",
     "@types/sinon": "^7.0.13",
+    "@types/stats-lite": "^2.2.0",
     "@types/styled-components": "^5.1.0",
     "@types/supertest": "^2.0.5",
     "@types/tar-fs": "^1.16.1",
@@ -116,11 +119,9 @@
     "@types/tinycolor2": "^1.4.1",
     "@types/use-resize-observer": "^6.0.0",
     "@types/uuid": "^3.4.4",
+    "@types/webpack-env": "^1.15.2",
     "@types/xml-crypto": "^1.4.0",
     "@types/xml2js": "^0.4.5",
-    "@types/stats-lite": "^2.2.0",
-    "@types/pretty-ms": "^5.0.0",
-    "@types/webpack-env": "^1.15.2",
     "@welldone-software/why-did-you-render": "^4.0.0",
     "abab": "^1.0.4",
     "autoprefixer": "^9.7.4",
@@ -227,6 +228,7 @@
     "@turf/circle": "6.0.1",
     "@turf/distance": "6.0.1",
     "@turf/helpers": "6.0.1",
+    "@types/http-proxy-agent": "^2.0.2",
     "angular": "^1.8.0",
     "angular-resource": "1.8.0",
     "angular-sanitize": "1.8.0",
diff --git a/x-pack/plugins/actions/server/builtin_action_types/case/types.ts b/x-pack/plugins/actions/server/builtin_action_types/case/types.ts
index de96864d0b295..1030e3d9c5d8e 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/case/types.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/case/types.ts
@@ -9,6 +9,7 @@
 /* eslint-disable @typescript-eslint/no-explicit-any */
 
 import { TypeOf } from '@kbn/config-schema';
+import { Logger } from '../../../../../../src/core/server';
 
 import {
   ExternalIncidentServiceConfigurationSchema,
@@ -122,7 +123,12 @@ export interface ExternalServiceApi {
 
 export interface CreateExternalServiceBasicArgs {
   api: ExternalServiceApi;
-  createExternalService: (credentials: ExternalServiceCredentials) => ExternalService;
+  createExternalService: (
+    credentials: ExternalServiceCredentials,
+    logger: Logger,
+    proxySettings?: any
+  ) => ExternalService;
+  logger: Logger;
 }
 
 export interface CreateExternalServiceArgs extends CreateExternalServiceBasicArgs {
diff --git a/x-pack/plugins/actions/server/builtin_action_types/case/utils.ts b/x-pack/plugins/actions/server/builtin_action_types/case/utils.ts
index 82dedb09c429e..d895bf386a367 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/case/utils.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/case/utils.ts
@@ -67,6 +67,7 @@ export const mapParams = (
 export const createConnectorExecutor = ({
   api,
   createExternalService,
+  logger,
 }: CreateExternalServiceBasicArgs) => async (
   execOptions: ActionTypeExecutorOptions<
     ExternalIncidentServiceConfiguration,
@@ -83,10 +84,14 @@ export const createConnectorExecutor = ({
     actionId,
   };
 
-  const externalService = createExternalService({
-    config,
-    secrets,
-  });
+  const externalService = createExternalService(
+    {
+      config,
+      secrets,
+    },
+    logger,
+    execOptions.proxySettings
+  );
 
   if (!api[subAction]) {
     throw new Error('[Action][ExternalService] Unsupported subAction type.');
@@ -122,10 +127,11 @@ export const createConnector = ({
   validate,
   createExternalService,
   validationSchema,
+  logger,
 }: CreateExternalServiceArgs) => {
   return ({
     configurationUtilities,
-    executor = createConnectorExecutor({ api, createExternalService }),
+    executor = createConnectorExecutor({ api, createExternalService, logger }),
   }: CreateActionTypeArgs): ActionType => ({
     ...config,
     validate: {
diff --git a/x-pack/plugins/actions/server/builtin_action_types/email.test.ts b/x-pack/plugins/actions/server/builtin_action_types/email.test.ts
index 195f6db538ae5..62f369816d714 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/email.test.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/email.test.ts
@@ -269,6 +269,7 @@ describe('execute()', () => {
               "message": "a message to you",
               "subject": "the subject",
             },
+            "proxySettings": undefined,
             "routing": Object {
               "bcc": Array [
                 "jimmy@example.com",
@@ -326,6 +327,7 @@ describe('execute()', () => {
           "message": "a message to you",
           "subject": "the subject",
         },
+        "proxySettings": undefined,
         "routing": Object {
           "bcc": Array [
             "jimmy@example.com",
diff --git a/x-pack/plugins/actions/server/builtin_action_types/email.ts b/x-pack/plugins/actions/server/builtin_action_types/email.ts
index a51a0432a01e0..e9dc4eea5dcfc 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/email.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/email.ts
@@ -184,6 +184,7 @@ async function executor(
       subject: params.subject,
       message: params.message,
     },
+    proxySettings: execOptions.proxySettings,
   };
 
   let result;
diff --git a/x-pack/plugins/actions/server/builtin_action_types/index.ts b/x-pack/plugins/actions/server/builtin_action_types/index.ts
index 80a171cbe624d..3591e05fb3acf 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/index.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/index.ts
@@ -31,9 +31,9 @@ export function registerBuiltInActionTypes({
   actionTypeRegistry.register(getIndexActionType({ logger }));
   actionTypeRegistry.register(getPagerDutyActionType({ logger, configurationUtilities }));
   actionTypeRegistry.register(getServerLogActionType({ logger }));
-  actionTypeRegistry.register(getSlackActionType({ configurationUtilities }));
+  actionTypeRegistry.register(getSlackActionType({ logger, configurationUtilities }));
   actionTypeRegistry.register(getWebhookActionType({ logger, configurationUtilities }));
   actionTypeRegistry.register(getServiceNowActionType({ logger, configurationUtilities }));
-  actionTypeRegistry.register(getJiraActionType({ configurationUtilities }));
-  actionTypeRegistry.register(getResilientActionType({ configurationUtilities }));
+  actionTypeRegistry.register(getJiraActionType({ logger, configurationUtilities }));
+  actionTypeRegistry.register(getResilientActionType({ logger, configurationUtilities }));
 }
diff --git a/x-pack/plugins/actions/server/builtin_action_types/jira/index.ts b/x-pack/plugins/actions/server/builtin_action_types/jira/index.ts
index a2d7bb5930a75..66be0bad02d7b 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/jira/index.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/jira/index.ts
@@ -4,21 +4,33 @@
  * you may not use this file except in compliance with the Elastic License.
  */
 
+import { Logger } from '../../../../../../src/core/server';
 import { createConnector } from '../case/utils';
+import { ActionType } from '../../types';
 
 import { api } from './api';
 import { config } from './config';
 import { validate } from './validators';
 import { createExternalService } from './service';
 import { JiraSecretConfiguration, JiraPublicConfiguration } from './schema';
+import { ActionsConfigurationUtilities } from '../../actions_config';
 
-export const getActionType = createConnector({
-  api,
-  config,
-  validate,
-  createExternalService,
-  validationSchema: {
-    config: JiraPublicConfiguration,
-    secrets: JiraSecretConfiguration,
-  },
-});
+export function getActionType({
+  logger,
+  configurationUtilities,
+}: {
+  logger: Logger;
+  configurationUtilities: ActionsConfigurationUtilities;
+}): ActionType {
+  return createConnector({
+    api,
+    config,
+    validate,
+    createExternalService,
+    validationSchema: {
+      config: JiraPublicConfiguration,
+      secrets: JiraSecretConfiguration,
+    },
+    logger,
+  })({ configurationUtilities });
+}
diff --git a/x-pack/plugins/actions/server/builtin_action_types/jira/service.test.ts b/x-pack/plugins/actions/server/builtin_action_types/jira/service.test.ts
index 3de3926b7d821..547595b4c183f 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/jira/service.test.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/jira/service.test.ts
@@ -9,6 +9,9 @@ import axios from 'axios';
 import { createExternalService } from './service';
 import * as utils from '../lib/axios_utils';
 import { ExternalService } from '../case/types';
+import { Logger } from '../../../../../../src/core/server';
+import { loggingSystemMock } from '../../../../../../src/core/server/mocks';
+const logger = loggingSystemMock.create().get() as jest.Mocked<Logger>;
 
 jest.mock('axios');
 jest.mock('../lib/axios_utils', () => {
@@ -26,10 +29,13 @@ describe('Jira service', () => {
   let service: ExternalService;
 
   beforeAll(() => {
-    service = createExternalService({
-      config: { apiUrl: 'https://siem-kibana.atlassian.net', projectKey: 'CK' },
-      secrets: { apiToken: 'token', email: 'elastic@elastic.com' },
-    });
+    service = createExternalService(
+      {
+        config: { apiUrl: 'https://siem-kibana.atlassian.net', projectKey: 'CK' },
+        secrets: { apiToken: 'token', email: 'elastic@elastic.com' },
+      },
+      logger
+    );
   });
 
   beforeEach(() => {
@@ -39,37 +45,49 @@ describe('Jira service', () => {
   describe('createExternalService', () => {
     test('throws without url', () => {
       expect(() =>
-        createExternalService({
-          config: { apiUrl: null, projectKey: 'CK' },
-          secrets: { apiToken: 'token', email: 'elastic@elastic.com' },
-        })
+        createExternalService(
+          {
+            config: { apiUrl: null, projectKey: 'CK' },
+            secrets: { apiToken: 'token', email: 'elastic@elastic.com' },
+          },
+          logger
+        )
       ).toThrow();
     });
 
     test('throws without projectKey', () => {
       expect(() =>
-        createExternalService({
-          config: { apiUrl: 'test.com', projectKey: null },
-          secrets: { apiToken: 'token', email: 'elastic@elastic.com' },
-        })
+        createExternalService(
+          {
+            config: { apiUrl: 'test.com', projectKey: null },
+            secrets: { apiToken: 'token', email: 'elastic@elastic.com' },
+          },
+          logger
+        )
       ).toThrow();
     });
 
     test('throws without username', () => {
       expect(() =>
-        createExternalService({
-          config: { apiUrl: 'test.com' },
-          secrets: { apiToken: '', email: 'elastic@elastic.com' },
-        })
+        createExternalService(
+          {
+            config: { apiUrl: 'test.com' },
+            secrets: { apiToken: '', email: 'elastic@elastic.com' },
+          },
+          logger
+        )
       ).toThrow();
     });
 
     test('throws without password', () => {
       expect(() =>
-        createExternalService({
-          config: { apiUrl: 'test.com' },
-          secrets: { apiToken: '', email: undefined },
-        })
+        createExternalService(
+          {
+            config: { apiUrl: 'test.com' },
+            secrets: { apiToken: '', email: undefined },
+          },
+          logger
+        )
       ).toThrow();
     });
   });
@@ -92,6 +110,7 @@ describe('Jira service', () => {
       expect(requestMock).toHaveBeenCalledWith({
         axios,
         url: 'https://siem-kibana.atlassian.net/rest/api/2/issue/1',
+        logger,
       });
     });
 
@@ -146,6 +165,7 @@ describe('Jira service', () => {
       expect(requestMock).toHaveBeenCalledWith({
         axios,
         url: 'https://siem-kibana.atlassian.net/rest/api/2/issue',
+        logger,
         method: 'post',
         data: {
           fields: {
@@ -210,6 +230,7 @@ describe('Jira service', () => {
 
       expect(requestMock).toHaveBeenCalledWith({
         axios,
+        logger,
         method: 'put',
         url: 'https://siem-kibana.atlassian.net/rest/api/2/issue/1',
         data: { fields: { summary: 'title', description: 'desc' } },
@@ -272,6 +293,7 @@ describe('Jira service', () => {
 
       expect(requestMock).toHaveBeenCalledWith({
         axios,
+        logger,
         method: 'post',
         url: 'https://siem-kibana.atlassian.net/rest/api/2/issue/1/comment',
         data: { body: 'comment' },
diff --git a/x-pack/plugins/actions/server/builtin_action_types/jira/service.ts b/x-pack/plugins/actions/server/builtin_action_types/jira/service.ts
index 240b645c3a7dc..aec73cfb375ed 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/jira/service.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/jira/service.ts
@@ -7,6 +7,7 @@
 import axios from 'axios';
 
 import { ExternalServiceCredentials, ExternalService, ExternalServiceParams } from '../case/types';
+import { Logger } from '../../../../../../src/core/server';
 import {
   JiraPublicConfigurationType,
   JiraSecretConfigurationType,
@@ -17,6 +18,7 @@ import {
 
 import * as i18n from './translations';
 import { request, getErrorMessage } from '../lib/axios_utils';
+import { ProxySettings } from '../../types';
 
 const VERSION = '2';
 const BASE_URL = `rest/api/${VERSION}`;
@@ -25,10 +27,11 @@ const COMMENT_URL = `comment`;
 
 const VIEW_INCIDENT_URL = `browse`;
 
-export const createExternalService = ({
-  config,
-  secrets,
-}: ExternalServiceCredentials): ExternalService => {
+export const createExternalService = (
+  { config, secrets }: ExternalServiceCredentials,
+  logger: Logger,
+  proxySettings?: ProxySettings
+): ExternalService => {
   const { apiUrl: url, projectKey } = config as JiraPublicConfigurationType;
   const { apiToken, email } = secrets as JiraSecretConfigurationType;
 
@@ -55,6 +58,8 @@ export const createExternalService = ({
       const res = await request({
         axios: axiosInstance,
         url: `${incidentUrl}/${id}`,
+        logger,
+        proxySettings,
       });
 
       const { fields, ...rest } = res.data;
@@ -75,10 +80,12 @@ export const createExternalService = ({
       const res = await request<CreateIncidentRequest>({
         axios: axiosInstance,
         url: `${incidentUrl}`,
+        logger,
         method: 'post',
         data: {
           fields: { ...incident, project: { key: projectKey }, issuetype: { name: 'Task' } },
         },
+        proxySettings,
       });
 
       const updatedIncident = await getIncident(res.data.id);
@@ -102,7 +109,9 @@ export const createExternalService = ({
         axios: axiosInstance,
         method: 'put',
         url: `${incidentUrl}/${incidentId}`,
+        logger,
         data: { fields: { ...incident } },
+        proxySettings,
       });
 
       const updatedIncident = await getIncident(incidentId);
@@ -129,7 +138,9 @@ export const createExternalService = ({
         axios: axiosInstance,
         method: 'post',
         url: getCommentsURL(incidentId),
+        logger,
         data: { body: comment.comment },
+        proxySettings,
       });
 
       return {
diff --git a/x-pack/plugins/actions/server/builtin_action_types/lib/axios_utils.test.ts b/x-pack/plugins/actions/server/builtin_action_types/lib/axios_utils.test.ts
index 4a52ae60bcdda..844aa6d2de7ed 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/lib/axios_utils.test.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/lib/axios_utils.test.ts
@@ -5,7 +5,11 @@
  */
 
 import axios from 'axios';
-import { addTimeZoneToDate, throwIfNotAlive, request, patch, getErrorMessage } from './axios_utils';
+import HttpProxyAgent from 'http-proxy-agent';
+import { Logger } from '../../../../../../src/core/server';
+import { addTimeZoneToDate, request, patch, getErrorMessage } from './axios_utils';
+import { loggingSystemMock } from '../../../../../../src/core/server/mocks';
+const logger = loggingSystemMock.create().get() as jest.Mocked<Logger>;
 jest.mock('axios');
 const axiosMock = (axios as unknown) as jest.Mock;
 
@@ -21,26 +25,6 @@ describe('addTimeZoneToDate', () => {
   });
 });
 
-describe('throwIfNotAlive ', () => {
-  test('throws correctly when status is invalid', async () => {
-    expect(() => {
-      throwIfNotAlive(404, 'application/json');
-    }).toThrow('Instance is not alive.');
-  });
-
-  test('throws correctly when content is invalid', () => {
-    expect(() => {
-      throwIfNotAlive(200, 'application/html');
-    }).toThrow('Instance is not alive.');
-  });
-
-  test('do NOT throws with custom validStatusCodes', async () => {
-    expect(() => {
-      throwIfNotAlive(404, 'application/json', [404]);
-    }).not.toThrow('Instance is not alive.');
-  });
-});
-
 describe('request', () => {
   beforeEach(() => {
     axiosMock.mockImplementation(() => ({
@@ -51,9 +35,22 @@ describe('request', () => {
   });
 
   test('it fetch correctly with defaults', async () => {
-    const res = await request({ axios, url: '/test' });
+    const res = await request({
+      axios,
+      url: '/test',
+      logger,
+    });
 
-    expect(axiosMock).toHaveBeenCalledWith('/test', { method: 'get', data: {} });
+    expect(axiosMock).toHaveBeenCalledWith('/test', {
+      method: 'get',
+      data: {},
+      headers: undefined,
+      httpAgent: undefined,
+      httpsAgent: undefined,
+      params: undefined,
+      proxy: false,
+      validateStatus: undefined,
+    });
     expect(res).toEqual({
       status: 200,
       headers: { 'content-type': 'application/json' },
@@ -61,10 +58,27 @@ describe('request', () => {
     });
   });
 
-  test('it fetch correctly', async () => {
-    const res = await request({ axios, url: '/test', method: 'post', data: { id: '123' } });
+  test('it have been called with proper proxy agent', async () => {
+    const res = await request({
+      axios,
+      url: '/testProxy',
+      logger,
+      proxySettings: {
+        proxyUrl: 'http://localhost:1212',
+        rejectUnauthorizedCertificates: false,
+      },
+    });
 
-    expect(axiosMock).toHaveBeenCalledWith('/test', { method: 'post', data: { id: '123' } });
+    expect(axiosMock).toHaveBeenCalledWith('/testProxy', {
+      method: 'get',
+      data: {},
+      headers: undefined,
+      httpAgent: new HttpProxyAgent('http://localhost:1212'),
+      httpsAgent: new HttpProxyAgent('http://localhost:1212'),
+      params: undefined,
+      proxy: false,
+      validateStatus: undefined,
+    });
     expect(res).toEqual({
       status: 200,
       headers: { 'content-type': 'application/json' },
@@ -72,14 +86,24 @@ describe('request', () => {
     });
   });
 
-  test('it throws correctly', async () => {
-    axiosMock.mockImplementation(() => ({
-      status: 404,
+  test('it fetch correctly', async () => {
+    const res = await request({ axios, url: '/test', method: 'post', logger, data: { id: '123' } });
+
+    expect(axiosMock).toHaveBeenCalledWith('/test', {
+      method: 'post',
+      data: { id: '123' },
+      headers: undefined,
+      httpAgent: undefined,
+      httpsAgent: undefined,
+      params: undefined,
+      proxy: false,
+      validateStatus: undefined,
+    });
+    expect(res).toEqual({
+      status: 200,
       headers: { 'content-type': 'application/json' },
       data: { incidentId: '123' },
-    }));
-
-    await expect(request({ axios, url: '/test' })).rejects.toThrow();
+    });
   });
 });
 
@@ -92,8 +116,17 @@ describe('patch', () => {
   });
 
   test('it fetch correctly', async () => {
-    await patch({ axios, url: '/test', data: { id: '123' } });
-    expect(axiosMock).toHaveBeenCalledWith('/test', { method: 'patch', data: { id: '123' } });
+    await patch({ axios, url: '/test', data: { id: '123' }, logger });
+    expect(axiosMock).toHaveBeenCalledWith('/test', {
+      method: 'patch',
+      data: { id: '123' },
+      headers: undefined,
+      httpAgent: undefined,
+      httpsAgent: undefined,
+      params: undefined,
+      proxy: false,
+      validateStatus: undefined,
+    });
   });
 });
 
diff --git a/x-pack/plugins/actions/server/builtin_action_types/lib/axios_utils.ts b/x-pack/plugins/actions/server/builtin_action_types/lib/axios_utils.ts
index d527cf632bace..e26a3b686179c 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/lib/axios_utils.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/lib/axios_utils.ts
@@ -4,50 +4,68 @@
  * you may not use this file except in compliance with the Elastic License.
  */
 
-import { AxiosInstance, Method, AxiosResponse } from 'axios';
-
-export const throwIfNotAlive = (
-  status: number,
-  contentType: string,
-  validStatusCodes: number[] = [200, 201, 204]
-) => {
-  if (!validStatusCodes.includes(status) || !contentType.includes('application/json')) {
-    throw new Error('Instance is not alive.');
-  }
-};
+import { AxiosInstance, Method, AxiosResponse, AxiosBasicCredentials } from 'axios';
+import { Logger } from '../../../../../../src/core/server';
+import { ProxySettings } from '../../types';
+import { getProxyAgent } from './get_proxy_agent';
 
 export const request = async <T = unknown>({
   axios,
   url,
+  logger,
   method = 'get',
   data,
   params,
+  proxySettings,
+  headers,
+  validateStatus,
+  auth,
 }: {
   axios: AxiosInstance;
   url: string;
+  logger: Logger;
   method?: Method;
   data?: T;
   params?: unknown;
+  proxySettings?: ProxySettings;
+  headers?: Record<string, string> | null;
+  validateStatus?: (status: number) => boolean;
+  auth?: AxiosBasicCredentials;
 }): Promise<AxiosResponse> => {
-  const res = await axios(url, { method, data: data ?? {}, params });
-  throwIfNotAlive(res.status, res.headers['content-type']);
-  return res;
+  return await axios(url, {
+    method,
+    data: data ?? {},
+    params,
+    auth,
+    // use httpsAgent and embedded proxy: false, to be able to handle fail on invalid certs
+    httpsAgent: proxySettings ? getProxyAgent(proxySettings, logger) : undefined,
+    httpAgent: proxySettings ? getProxyAgent(proxySettings, logger) : undefined,
+    proxy: false, // the same way as it done for IncomingWebhook in
+    headers,
+    validateStatus,
+  });
 };
 
 export const patch = async <T = unknown>({
   axios,
   url,
   data,
+  logger,
+  proxySettings,
 }: {
   axios: AxiosInstance;
   url: string;
   data: T;
+  logger: Logger;
+  proxySettings?: ProxySettings;
 }): Promise<AxiosResponse> => {
   return request({
     axios,
     url,
+    logger,
     method: 'patch',
     data,
+    proxySettings,
   });
 };
 
diff --git a/x-pack/plugins/actions/server/builtin_action_types/lib/get_proxy_agent.test.ts b/x-pack/plugins/actions/server/builtin_action_types/lib/get_proxy_agent.test.ts
new file mode 100644
index 0000000000000..2468fab8c6ac5
--- /dev/null
+++ b/x-pack/plugins/actions/server/builtin_action_types/lib/get_proxy_agent.test.ts
@@ -0,0 +1,30 @@
+/*
+ * Copyright Elasticsearch B.V. and/or licensed to Elasticsearch B.V. under one
+ * or more contributor license agreements. Licensed under the Elastic License;
+ * you may not use this file except in compliance with the Elastic License.
+ */
+
+import HttpProxyAgent from 'http-proxy-agent';
+import { HttpsProxyAgent } from 'https-proxy-agent';
+import { Logger } from '../../../../../../src/core/server';
+import { getProxyAgent } from './get_proxy_agent';
+import { loggingSystemMock } from '../../../../../../src/core/server/mocks';
+const logger = loggingSystemMock.create().get() as jest.Mocked<Logger>;
+
+describe('getProxyAgent', () => {
+  test('return HttpsProxyAgent for https proxy url', () => {
+    const agent = getProxyAgent(
+      { proxyUrl: 'https://someproxyhost', rejectUnauthorizedCertificates: false },
+      logger
+    );
+    expect(agent instanceof HttpsProxyAgent).toBeTruthy();
+  });
+
+  test('return HttpProxyAgent for http proxy url', () => {
+    const agent = getProxyAgent(
+      { proxyUrl: 'http://someproxyhost', rejectUnauthorizedCertificates: false },
+      logger
+    );
+    expect(agent instanceof HttpProxyAgent).toBeTruthy();
+  });
+});
diff --git a/x-pack/plugins/actions/server/builtin_action_types/lib/get_proxy_agent.ts b/x-pack/plugins/actions/server/builtin_action_types/lib/get_proxy_agent.ts
new file mode 100644
index 0000000000000..bb4dadd3a4698
--- /dev/null
+++ b/x-pack/plugins/actions/server/builtin_action_types/lib/get_proxy_agent.ts
@@ -0,0 +1,31 @@
+/*
+ * Copyright Elasticsearch B.V. and/or licensed to Elasticsearch B.V. under one
+ * or more contributor license agreements. Licensed under the Elastic License;
+ * you may not use this file except in compliance with the Elastic License.
+ */
+
+import HttpProxyAgent from 'http-proxy-agent';
+import { HttpsProxyAgent } from 'https-proxy-agent';
+import { Logger } from '../../../../../../src/core/server';
+import { ProxySettings } from '../../types';
+
+export function getProxyAgent(
+  proxySettings: ProxySettings,
+  logger: Logger
+): HttpsProxyAgent | HttpProxyAgent {
+  logger.debug(`Create proxy agent for ${proxySettings.proxyUrl}.`);
+
+  if (/^https/i.test(proxySettings.proxyUrl)) {
+    const proxyUrl = new URL(proxySettings.proxyUrl);
+    return new HttpsProxyAgent({
+      host: proxyUrl.hostname,
+      port: Number(proxyUrl.port),
+      protocol: proxyUrl.protocol,
+      headers: proxySettings.proxyHeaders,
+      // do not fail on invalid certs if value is false
+      rejectUnauthorized: proxySettings.rejectUnauthorizedCertificates,
+    });
+  } else {
+    return new HttpProxyAgent(proxySettings.proxyUrl);
+  }
+}
diff --git a/x-pack/plugins/actions/server/builtin_action_types/lib/post_pagerduty.ts b/x-pack/plugins/actions/server/builtin_action_types/lib/post_pagerduty.ts
index 92f88ebe0be22..d78237beb98a1 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/lib/post_pagerduty.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/lib/post_pagerduty.ts
@@ -5,22 +5,34 @@
  */
 
 import axios, { AxiosResponse } from 'axios';
-import { Services } from '../../types';
+import { Logger } from '../../../../../../src/core/server';
+import { Services, ProxySettings } from '../../types';
+import { request } from './axios_utils';
 
 interface PostPagerdutyOptions {
   apiUrl: string;
   data: unknown;
   headers: Record<string, string>;
   services: Services;
+  proxySettings?: ProxySettings;
 }
 
 // post an event to pagerduty
-export async function postPagerduty(options: PostPagerdutyOptions): Promise<AxiosResponse> {
-  const { apiUrl, data, headers } = options;
-  const axiosOptions = {
+export async function postPagerduty(
+  options: PostPagerdutyOptions,
+  logger: Logger
+): Promise<AxiosResponse> {
+  const { apiUrl, data, headers, proxySettings } = options;
+  const axiosInstance = axios.create();
+
+  return await request({
+    axios: axiosInstance,
+    url: apiUrl,
+    method: 'post',
+    logger,
+    data,
+    proxySettings,
     headers,
     validateStatus: () => true,
-  };
-
-  return axios.post(apiUrl, data, axiosOptions);
+  });
 }
diff --git a/x-pack/plugins/actions/server/builtin_action_types/lib/send_email.test.ts b/x-pack/plugins/actions/server/builtin_action_types/lib/send_email.test.ts
index 3514bd4257b0f..8287ee944bca9 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/lib/send_email.test.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/lib/send_email.test.ts
@@ -12,6 +12,7 @@ import { Logger } from '../../../../../../src/core/server';
 import { sendEmail } from './send_email';
 import { loggingSystemMock } from '../../../../../../src/core/server/mocks';
 import nodemailer from 'nodemailer';
+import { ProxySettings } from '../../types';
 
 const createTransportMock = nodemailer.createTransport as jest.Mock;
 const sendMailMockResult = { result: 'does not matter' };
@@ -63,6 +64,59 @@ describe('send_email module', () => {
   });
 
   test('handles unauthenticated email using not secure host/port', async () => {
+    const sendEmailOptions = getSendEmailOptions(
+      {
+        transport: {
+          host: 'example.com',
+          port: 1025,
+        },
+      },
+      {
+        proxyUrl: 'https://example.com',
+        rejectUnauthorizedCertificates: false,
+      }
+    );
+    delete sendEmailOptions.transport.service;
+    delete sendEmailOptions.transport.user;
+    delete sendEmailOptions.transport.password;
+    const result = await sendEmail(mockLogger, sendEmailOptions);
+    expect(result).toBe(sendMailMockResult);
+    expect(createTransportMock.mock.calls[0]).toMatchInlineSnapshot(`
+      Array [
+        Object {
+          "headers": undefined,
+          "host": "example.com",
+          "port": 1025,
+          "proxy": "https://example.com",
+          "secure": false,
+          "tls": Object {
+            "rejectUnauthorized": false,
+          },
+        },
+      ]
+    `);
+    expect(sendMailMock.mock.calls[0]).toMatchInlineSnapshot(`
+      Array [
+        Object {
+          "bcc": Array [],
+          "cc": Array [
+            "bob@example.com",
+            "robert@example.com",
+          ],
+          "from": "fred@example.com",
+          "html": "<p>a message</p>
+      ",
+          "subject": "a subject",
+          "text": "a message",
+          "to": Array [
+            "jim@example.com",
+          ],
+        },
+      ]
+    `);
+  });
+
+  test('rejectUnauthorized default setting email using not secure host/port', async () => {
     const sendEmailOptions = getSendEmailOptions({
       transport: {
         host: 'example.com',
@@ -80,9 +134,6 @@ describe('send_email module', () => {
           "host": "example.com",
           "port": 1025,
           "secure": false,
-          "tls": Object {
-            "rejectUnauthorized": false,
-          },
         },
       ]
     `);
@@ -161,7 +212,10 @@ describe('send_email module', () => {
   });
 });
 
-function getSendEmailOptions({ content = {}, routing = {}, transport = {} } = {}) {
+function getSendEmailOptions(
+  { content = {}, routing = {}, transport = {} } = {},
+  proxySettings?: ProxySettings
+) {
   return {
     content: {
       ...content,
@@ -181,5 +235,6 @@ function getSendEmailOptions({ content = {}, routing = {}, transport = {} } = {}
       user: 'elastic',
       password: 'changeme',
     },
+    proxySettings,
   };
 }
diff --git a/x-pack/plugins/actions/server/builtin_action_types/lib/send_email.ts b/x-pack/plugins/actions/server/builtin_action_types/lib/send_email.ts
index 869db34f034ae..a4f32f1880cb5 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/lib/send_email.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/lib/send_email.ts
@@ -6,10 +6,10 @@
 
 // info on nodemailer: https://nodemailer.com/about/
 import nodemailer from 'nodemailer';
-
 import { default as MarkdownIt } from 'markdown-it';
 
 import { Logger } from '../../../../../../src/core/server';
+import { ProxySettings } from '../../types';
 
 // an email "service" which doesn't actually send, just returns what it would send
 export const JSON_TRANSPORT_SERVICE = '__json';
@@ -18,6 +18,7 @@ export interface SendEmailOptions {
   transport: Transport;
   routing: Routing;
   content: Content;
+  proxySettings?: ProxySettings;
 }
 
 // config validation ensures either service is set or host/port are set
@@ -44,7 +45,7 @@ export interface Content {
 
 // send an email
 export async function sendEmail(logger: Logger, options: SendEmailOptions): Promise<unknown> {
-  const { transport, routing, content } = options;
+  const { transport, routing, content, proxySettings } = options;
   const { service, host, port, secure, user, password } = transport;
   const { from, to, cc, bcc } = routing;
   const { subject, message } = content;
@@ -67,11 +68,16 @@ export async function sendEmail(logger: Logger, options: SendEmailOptions): Prom
     transportConfig.host = host;
     transportConfig.port = port;
     transportConfig.secure = !!secure;
-    if (!transportConfig.secure) {
+    if (proxySettings && !transportConfig.secure) {
       transportConfig.tls = {
-        rejectUnauthorized: false,
+        // do not fail on invalid certs if value is false
+        rejectUnauthorized: proxySettings?.rejectUnauthorizedCertificates,
       };
     }
+    if (proxySettings) {
+      transportConfig.proxy = proxySettings.proxyUrl;
+      transportConfig.headers = proxySettings.proxyHeaders;
+    }
   }
 
   const nodemailerTransport = nodemailer.createTransport(transportConfig);
diff --git a/x-pack/plugins/actions/server/builtin_action_types/pagerduty.ts b/x-pack/plugins/actions/server/builtin_action_types/pagerduty.ts
index b76e57419bc56..c0edfc530e738 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/pagerduty.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/pagerduty.ts
@@ -161,6 +161,7 @@ async function executor(
   const secrets = execOptions.secrets;
   const params = execOptions.params;
   const services = execOptions.services;
+  const proxySettings = execOptions.proxySettings;
 
   const apiUrl = getPagerDutyApiUrl(config);
   const headers = {
@@ -171,7 +172,7 @@ async function executor(
 
   let response;
   try {
-    response = await postPagerduty({ apiUrl, data, headers, services });
+    response = await postPagerduty({ apiUrl, data, headers, services, proxySettings }, logger);
   } catch (err) {
     const message = i18n.translate('xpack.actions.builtin.pagerduty.postingErrorMessage', {
       defaultMessage: 'error posting pagerduty event',
diff --git a/x-pack/plugins/actions/server/builtin_action_types/resilient/index.ts b/x-pack/plugins/actions/server/builtin_action_types/resilient/index.ts
index e98bc71559d3f..1e9cb15589702 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/resilient/index.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/resilient/index.ts
@@ -4,6 +4,7 @@
  * you may not use this file except in compliance with the Elastic License.
  */
 
+import { Logger } from '../../../../../../src/core/server';
 import { createConnector } from '../case/utils';
 
 import { api } from './api';
@@ -11,14 +12,25 @@ import { config } from './config';
 import { validate } from './validators';
 import { createExternalService } from './service';
 import { ResilientSecretConfiguration, ResilientPublicConfiguration } from './schema';
+import { ActionsConfigurationUtilities } from '../../actions_config';
+import { ActionType } from '../../types';
 
-export const getActionType = createConnector({
-  api,
-  config,
-  validate,
-  createExternalService,
-  validationSchema: {
-    config: ResilientPublicConfiguration,
-    secrets: ResilientSecretConfiguration,
-  },
-});
+export function getActionType({
+  logger,
+  configurationUtilities,
+}: {
+  logger: Logger;
+  configurationUtilities: ActionsConfigurationUtilities;
+}): ActionType {
+  return createConnector({
+    api,
+    config,
+    validate,
+    createExternalService,
+    validationSchema: {
+      config: ResilientPublicConfiguration,
+      secrets: ResilientSecretConfiguration,
+    },
+    logger,
+  })({ configurationUtilities });
+}
diff --git a/x-pack/plugins/actions/server/builtin_action_types/resilient/service.test.ts b/x-pack/plugins/actions/server/builtin_action_types/resilient/service.test.ts
index 573885698014e..a9271671f68b9 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/resilient/service.test.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/resilient/service.test.ts
@@ -9,6 +9,9 @@ import axios from 'axios';
 import { createExternalService, getValueTextContent, formatUpdateRequest } from './service';
 import * as utils from '../lib/axios_utils';
 import { ExternalService } from '../case/types';
+import { Logger } from '../../../../../../src/core/server';
+import { loggingSystemMock } from '../../../../../../src/core/server/mocks';
+const logger = loggingSystemMock.create().get() as jest.Mocked<Logger>;
 
 jest.mock('axios');
 jest.mock('../lib/axios_utils', () => {
@@ -72,10 +75,13 @@ describe('IBM Resilient service', () => {
   let service: ExternalService;
 
   beforeAll(() => {
-    service = createExternalService({
-      config: { apiUrl: 'https://resilient.elastic.co', orgId: '201' },
-      secrets: { apiKeyId: 'keyId', apiKeySecret: 'secret' },
-    });
+    service = createExternalService(
+      {
+        config: { apiUrl: 'https://resilient.elastic.co', orgId: '201' },
+        secrets: { apiKeyId: 'keyId', apiKeySecret: 'secret' },
+      },
+      logger
+    );
   });
 
   afterAll(() => {
@@ -138,37 +144,49 @@ describe('IBM Resilient service', () => {
   describe('createExternalService', () => {
     test('throws without url', () => {
       expect(() =>
-        createExternalService({
-          config: { apiUrl: null, orgId: '201' },
-          secrets: { apiKeyId: 'token', apiKeySecret: 'secret' },
-        })
+        createExternalService(
+          {
+            config: { apiUrl: null, orgId: '201' },
+            secrets: { apiKeyId: 'token', apiKeySecret: 'secret' },
+          },
+          logger
+        )
       ).toThrow();
     });
 
     test('throws without orgId', () => {
       expect(() =>
-        createExternalService({
-          config: { apiUrl: 'test.com', orgId: null },
-          secrets: { apiKeyId: 'token', apiKeySecret: 'secret' },
-        })
+        createExternalService(
+          {
+            config: { apiUrl: 'test.com', orgId: null },
+            secrets: { apiKeyId: 'token', apiKeySecret: 'secret' },
+          },
+          logger
+        )
       ).toThrow();
     });
 
     test('throws without username', () => {
       expect(() =>
-        createExternalService({
-          config: { apiUrl: 'test.com', orgId: '201' },
-          secrets: { apiKeyId: '', apiKeySecret: 'secret' },
-        })
+        createExternalService(
+          {
+            config: { apiUrl: 'test.com', orgId: '201' },
+            secrets: { apiKeyId: '', apiKeySecret: 'secret' },
+          },
+          logger
+        )
       ).toThrow();
     });
 
     test('throws without password', () => {
       expect(() =>
-        createExternalService({
-          config: { apiUrl: 'test.com', orgId: '201' },
-          secrets: { apiKeyId: '', apiKeySecret: undefined },
-        })
+        createExternalService(
+          {
+            config: { apiUrl: 'test.com', orgId: '201' },
+            secrets: { apiKeyId: '', apiKeySecret: undefined },
+          },
+          logger
+        )
       ).toThrow();
     });
   });
@@ -197,6 +215,7 @@ describe('IBM Resilient service', () => {
       await service.getIncident('1');
       expect(requestMock).toHaveBeenCalledWith({
         axios,
+        logger,
         url: 'https://resilient.elastic.co/rest/orgs/201/incidents/1',
         params: {
           text_content_output_format: 'objects_convert',
@@ -256,6 +275,7 @@ describe('IBM Resilient service', () => {
       expect(requestMock).toHaveBeenCalledWith({
         axios,
         url: 'https://resilient.elastic.co/rest/orgs/201/incidents',
+        logger,
         method: 'post',
         data: {
           name: 'title',
@@ -311,6 +331,7 @@ describe('IBM Resilient service', () => {
       // The second call to the API is the update call.
       expect(requestMock.mock.calls[1][0]).toEqual({
         axios,
+        logger,
         method: 'patch',
         url: 'https://resilient.elastic.co/rest/orgs/201/incidents/1',
         data: {
@@ -392,7 +413,9 @@ describe('IBM Resilient service', () => {
 
       expect(requestMock).toHaveBeenCalledWith({
         axios,
+        logger,
         method: 'post',
+        proxySettings: undefined,
         url: 'https://resilient.elastic.co/rest/orgs/201/incidents/1/comments',
         data: {
           text: {
diff --git a/x-pack/plugins/actions/server/builtin_action_types/resilient/service.ts b/x-pack/plugins/actions/server/builtin_action_types/resilient/service.ts
index 8d0526ca3b571..b2150081f2c89 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/resilient/service.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/resilient/service.ts
@@ -6,6 +6,7 @@
 
 import axios from 'axios';
 
+import { Logger } from '../../../../../../src/core/server';
 import { ExternalServiceCredentials, ExternalService, ExternalServiceParams } from '../case/types';
 import {
   ResilientPublicConfigurationType,
@@ -19,6 +20,7 @@ import {
 
 import * as i18n from './translations';
 import { getErrorMessage, request } from '../lib/axios_utils';
+import { ProxySettings } from '../../types';
 
 const BASE_URL = `rest`;
 const INCIDENT_URL = `incidents`;
@@ -57,10 +59,11 @@ export const formatUpdateRequest = ({
   };
 };
 
-export const createExternalService = ({
-  config,
-  secrets,
-}: ExternalServiceCredentials): ExternalService => {
+export const createExternalService = (
+  { config, secrets }: ExternalServiceCredentials,
+  logger: Logger,
+  proxySettings?: ProxySettings
+): ExternalService => {
   const { apiUrl: url, orgId } = config as ResilientPublicConfigurationType;
   const { apiKeyId, apiKeySecret } = secrets as ResilientSecretConfigurationType;
 
@@ -88,9 +91,11 @@ export const createExternalService = ({
       const res = await request({
         axios: axiosInstance,
         url: `${incidentUrl}/${id}`,
+        logger,
         params: {
           text_content_output_format: 'objects_convert',
         },
+        proxySettings,
       });
 
       return { ...res.data, description: res.data.description?.content ?? '' };
@@ -107,6 +112,7 @@ export const createExternalService = ({
         axios: axiosInstance,
         url: `${incidentUrl}`,
         method: 'post',
+        logger,
         data: {
           ...incident,
           description: {
@@ -115,6 +121,7 @@ export const createExternalService = ({
           },
           discovered_date: Date.now(),
         },
+        proxySettings,
       });
 
       return {
@@ -139,7 +146,9 @@ export const createExternalService = ({
         axios: axiosInstance,
         method: 'patch',
         url: `${incidentUrl}/${incidentId}`,
+        logger,
         data,
+        proxySettings,
       });
 
       if (!res.data.success) {
@@ -170,7 +179,9 @@ export const createExternalService = ({
         axios: axiosInstance,
         method: 'post',
         url: getCommentsURL(incidentId),
+        logger,
         data: { text: { format: 'text', content: comment.comment } },
+        proxySettings,
       });
 
       return {
diff --git a/x-pack/plugins/actions/server/builtin_action_types/servicenow/index.ts b/x-pack/plugins/actions/server/builtin_action_types/servicenow/index.ts
index 109008b8fc9fb..3addbe7c54dac 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/servicenow/index.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/servicenow/index.ts
@@ -76,10 +76,14 @@ async function executor(
   const { subAction, subActionParams } = params;
   let data: PushToServiceResponse | null = null;
 
-  const externalService = createExternalService({
-    config,
-    secrets,
-  });
+  const externalService = createExternalService(
+    {
+      config,
+      secrets,
+    },
+    logger,
+    execOptions.proxySettings
+  );
 
   if (!api[subAction]) {
     const errorMessage = `[Action][ExternalService] Unsupported subAction type ${subAction}.`;
diff --git a/x-pack/plugins/actions/server/builtin_action_types/servicenow/service.test.ts b/x-pack/plugins/actions/server/builtin_action_types/servicenow/service.test.ts
index 07d60ec9f7a05..2adcdf561ce17 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/servicenow/service.test.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/servicenow/service.test.ts
@@ -9,6 +9,9 @@ import axios from 'axios';
 import { createExternalService } from './service';
 import * as utils from '../lib/axios_utils';
 import { ExternalService } from './types';
+import { Logger } from '../../../../../../src/core/server';
+import { loggingSystemMock } from '../../../../../../src/core/server/mocks';
+const logger = loggingSystemMock.create().get() as jest.Mocked<Logger>;
 
 jest.mock('axios');
 jest.mock('../lib/axios_utils', () => {
@@ -28,10 +31,13 @@ describe('ServiceNow service', () => {
   let service: ExternalService;
 
   beforeAll(() => {
-    service = createExternalService({
-      config: { apiUrl: 'https://dev102283.service-now.com' },
-      secrets: { username: 'admin', password: 'admin' },
-    });
+    service = createExternalService(
+      {
+        config: { apiUrl: 'https://dev102283.service-now.com' },
+        secrets: { username: 'admin', password: 'admin' },
+      },
+      logger
+    );
   });
 
   beforeEach(() => {
@@ -41,28 +47,37 @@ describe('ServiceNow service', () => {
   describe('createExternalService', () => {
     test('throws without url', () => {
       expect(() =>
-        createExternalService({
-          config: { apiUrl: null },
-          secrets: { username: 'admin', password: 'admin' },
-        })
+        createExternalService(
+          {
+            config: { apiUrl: null },
+            secrets: { username: 'admin', password: 'admin' },
+          },
+          logger
+        )
       ).toThrow();
     });
 
     test('throws without username', () => {
       expect(() =>
-        createExternalService({
-          config: { apiUrl: 'test.com' },
-          secrets: { username: '', password: 'admin' },
-        })
+        createExternalService(
+          {
+            config: { apiUrl: 'test.com' },
+            secrets: { username: '', password: 'admin' },
+          },
+          logger
+        )
       ).toThrow();
     });
 
     test('throws without password', () => {
       expect(() =>
-        createExternalService({
-          config: { apiUrl: 'test.com' },
-          secrets: { username: '', password: undefined },
-        })
+        createExternalService(
+          {
+            config: { apiUrl: 'test.com' },
+            secrets: { username: '', password: undefined },
+          },
+          logger
+        )
       ).toThrow();
     });
   });
@@ -84,6 +99,7 @@ describe('ServiceNow service', () => {
       await service.getIncident('1');
       expect(requestMock).toHaveBeenCalledWith({
         axios,
+        logger,
         url: 'https://dev102283.service-now.com/api/now/v2/table/incident/1',
       });
     });
@@ -127,6 +143,7 @@ describe('ServiceNow service', () => {
 
       expect(requestMock).toHaveBeenCalledWith({
         axios,
+        logger,
         url: 'https://dev102283.service-now.com/api/now/v2/table/incident',
         method: 'post',
         data: { short_description: 'title', description: 'desc' },
@@ -179,6 +196,7 @@ describe('ServiceNow service', () => {
 
       expect(patchMock).toHaveBeenCalledWith({
         axios,
+        logger,
         url: 'https://dev102283.service-now.com/api/now/v2/table/incident/1',
         data: { short_description: 'title', description: 'desc' },
       });
diff --git a/x-pack/plugins/actions/server/builtin_action_types/servicenow/service.ts b/x-pack/plugins/actions/server/builtin_action_types/servicenow/service.ts
index 2b5204af2eb7d..cf1c26e6462a2 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/servicenow/service.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/servicenow/service.ts
@@ -9,8 +9,10 @@ import axios from 'axios';
 import { ExternalServiceCredentials, ExternalService, ExternalServiceParams } from './types';
 
 import * as i18n from './translations';
+import { Logger } from '../../../../../../src/core/server';
 import { ServiceNowPublicConfigurationType, ServiceNowSecretConfigurationType } from './types';
 import { request, getErrorMessage, addTimeZoneToDate, patch } from '../lib/axios_utils';
+import { ProxySettings } from '../../types';
 
 const API_VERSION = 'v2';
 const INCIDENT_URL = `api/now/${API_VERSION}/table/incident`;
@@ -18,10 +20,11 @@ const INCIDENT_URL = `api/now/${API_VERSION}/table/incident`;
 // Based on: https://docs.servicenow.com/bundle/orlando-platform-user-interface/page/use/navigation/reference/r_NavigatingByURLExamples.html
 const VIEW_INCIDENT_URL = `nav_to.do?uri=incident.do?sys_id=`;
 
-export const createExternalService = ({
-  config,
-  secrets,
-}: ExternalServiceCredentials): ExternalService => {
+export const createExternalService = (
+  { config, secrets }: ExternalServiceCredentials,
+  logger: Logger,
+  proxySettings?: ProxySettings
+): ExternalService => {
   const { apiUrl: url } = config as ServiceNowPublicConfigurationType;
   const { username, password } = secrets as ServiceNowSecretConfigurationType;
 
@@ -43,6 +46,8 @@ export const createExternalService = ({
       const res = await request({
         axios: axiosInstance,
         url: `${incidentUrl}/${id}`,
+        logger,
+        proxySettings,
       });
 
       return { ...res.data.result };
@@ -58,6 +63,8 @@ export const createExternalService = ({
       const res = await request({
         axios: axiosInstance,
         url: incidentUrl,
+        logger,
+        proxySettings,
         params,
       });
 
@@ -71,9 +78,13 @@ export const createExternalService = ({
 
   const createIncident = async ({ incident }: ExternalServiceParams) => {
     try {
+      logger.warn(`incident error : ${JSON.stringify(proxySettings)}`);
+      logger.warn(`incident error : ${url}`);
       const res = await request({
         axios: axiosInstance,
         url: `${incidentUrl}`,
+        logger,
+        proxySettings,
         method: 'post',
         data: { ...(incident as Record<string, unknown>) },
       });
@@ -96,7 +107,9 @@ export const createExternalService = ({
       const res = await patch({
         axios: axiosInstance,
         url: `${incidentUrl}/${incidentId}`,
+        logger,
         data: { ...(incident as Record<string, unknown>) },
+        proxySettings,
       });
 
       return {
diff --git a/x-pack/plugins/actions/server/builtin_action_types/slack.test.ts b/x-pack/plugins/actions/server/builtin_action_types/slack.test.ts
index 6d4176067c3ba..812657138152c 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/slack.test.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/slack.test.ts
@@ -4,25 +4,40 @@
  * you may not use this file except in compliance with the Elastic License.
  */
 
+import { Logger } from '../../../../../src/core/server';
 import { Services, ActionTypeExecutorResult } from '../types';
 import { validateParams, validateSecrets } from '../lib';
 import { getActionType, SlackActionType, SlackActionTypeExecutorOptions } from './slack';
 import { actionsConfigMock } from '../actions_config.mock';
 import { actionsMock } from '../mocks';
+import { createActionTypeRegistry } from './index.test';
+
+jest.mock('@slack/webhook', () => {
+  return {
+    IncomingWebhook: jest.fn().mockImplementation(() => {
+      return { send: (message: string) => {} };
+    }),
+  };
+});
 
 const ACTION_TYPE_ID = '.slack';
 
 const services: Services = actionsMock.createServices();
 
 let actionType: SlackActionType;
+let mockedLogger: jest.Mocked<Logger>;
 
 beforeAll(() => {
+  const { logger } = createActionTypeRegistry();
   actionType = getActionType({
     async executor(options) {
       return { status: 'ok', actionId: options.actionId };
     },
     configurationUtilities: actionsConfigMock.create(),
+    logger,
   });
+  mockedLogger = logger;
+  expect(actionType).toBeTruthy();
 });
 
 describe('action registeration', () => {
@@ -83,6 +98,7 @@ describe('validateActionTypeSecrets()', () => {
 
   test('should validate and pass when the slack webhookUrl is whitelisted', () => {
     actionType = getActionType({
+      logger: mockedLogger,
       configurationUtilities: {
         ...actionsConfigMock.create(),
         ensureWhitelistedUri: (url) => {
@@ -98,9 +114,10 @@ describe('validateActionTypeSecrets()', () => {
 
   test('config validation returns an error if the specified URL isnt whitelisted', () => {
     actionType = getActionType({
+      logger: mockedLogger,
       configurationUtilities: {
         ...actionsConfigMock.create(),
-        ensureWhitelistedHostname: (url) => {
+        ensureWhitelistedHostname: () => {
           throw new Error(`target hostname is not whitelisted`);
         },
       },
@@ -136,6 +153,7 @@ describe('execute()', () => {
 
     actionType = getActionType({
       executor: mockSlackExecutor,
+      logger: mockedLogger,
       configurationUtilities: actionsConfigMock.create(),
     });
   });
@@ -147,6 +165,10 @@ describe('execute()', () => {
       config: {},
       secrets: { webhookUrl: 'http://example.com' },
       params: { message: 'this invocation should succeed' },
+      proxySettings: {
+        proxyUrl: 'https://someproxyhost',
+        rejectUnauthorizedCertificates: false,
+      },
     });
     expect(response).toMatchInlineSnapshot(`
       Object {
@@ -170,4 +192,25 @@ describe('execute()', () => {
       `"slack mockExecutor failure: this invocation should fail"`
     );
   });
+
+  test('calls the mock executor with success proxy', async () => {
+    const actionTypeProxy = getActionType({
+      logger: mockedLogger,
+      configurationUtilities: actionsConfigMock.create(),
+    });
+    await actionTypeProxy.executor({
+      actionId: 'some-id',
+      services,
+      config: {},
+      secrets: { webhookUrl: 'http://example.com' },
+      params: { message: 'this invocation should succeed' },
+      proxySettings: {
+        proxyUrl: 'https://someproxyhost',
+        rejectUnauthorizedCertificates: false,
+      },
+    });
+    expect(mockedLogger.info).toHaveBeenCalledWith(
+      'IncomingWebhook was called with proxyUrl https://someproxyhost'
+    );
+  });
 });
diff --git a/x-pack/plugins/actions/server/builtin_action_types/slack.ts b/x-pack/plugins/actions/server/builtin_action_types/slack.ts
index 209582585256b..293328c809435 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/slack.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/slack.ts
@@ -6,11 +6,14 @@
 
 import { URL } from 'url';
 import { curry } from 'lodash';
+import { HttpsProxyAgent } from 'https-proxy-agent';
+import HttpProxyAgent from 'http-proxy-agent';
 import { i18n } from '@kbn/i18n';
 import { schema, TypeOf } from '@kbn/config-schema';
 import { IncomingWebhook, IncomingWebhookResult } from '@slack/webhook';
 import { pipe } from 'fp-ts/lib/pipeable';
 import { map, getOrElse } from 'fp-ts/lib/Option';
+import { Logger } from '../../../../../src/core/server';
 import { getRetryAfterIntervalFromHeaders } from './lib/http_rersponse_retry_header';
 
 import {
@@ -20,6 +23,7 @@ import {
   ExecutorType,
 } from '../types';
 import { ActionsConfigurationUtilities } from '../actions_config';
+import { getProxyAgent } from './lib/get_proxy_agent';
 
 export type SlackActionType = ActionType<{}, ActionTypeSecretsType, ActionParamsType, unknown>;
 export type SlackActionTypeExecutorOptions = ActionTypeExecutorOptions<
@@ -49,9 +53,11 @@ const ParamsSchema = schema.object({
 
 // customizing executor is only used for tests
 export function getActionType({
+  logger,
   configurationUtilities,
-  executor = slackExecutor,
+  executor = curry(slackExecutor)({ logger }),
 }: {
+  logger: Logger;
   configurationUtilities: ActionsConfigurationUtilities;
   executor?: ExecutorType<{}, ActionTypeSecretsType, ActionParamsType, unknown>;
 }): SlackActionType {
@@ -99,6 +105,7 @@ function valdiateActionTypeConfig(
 // action executor
 
 async function slackExecutor(
+  { logger }: { logger: Logger },
   execOptions: SlackActionTypeExecutorOptions
 ): Promise<ActionTypeExecutorResult<unknown>> {
   const actionId = execOptions.actionId;
@@ -109,10 +116,22 @@ async function slackExecutor(
   const { webhookUrl } = secrets;
   const { message } = params;
 
+  let proxyAgent: HttpsProxyAgent | HttpProxyAgent | undefined;
+  if (execOptions.proxySettings) {
+    proxyAgent = getProxyAgent(execOptions.proxySettings, logger);
+    logger.info(`IncomingWebhook was called with proxyUrl ${execOptions.proxySettings.proxyUrl}`);
+  }
+
   try {
-    const webhook = new IncomingWebhook(webhookUrl);
+    // https://slack.dev/node-slack-sdk/webhook
+    // node-slack-sdk use Axios inside :)
+    const webhook = new IncomingWebhook(webhookUrl, {
+      agent: proxyAgent,
+    });
     result = await webhook.send(message);
   } catch (err) {
+    logger.error(`error on ${actionId} slack event: ${err.message}`);
+
     if (err.original == null || err.original.response == null) {
       return serviceErrorResult(actionId, err.message);
     }
@@ -143,6 +162,8 @@ async function slackExecutor(
         },
       }
     );
+    logger.error(`error on ${actionId} slack action: ${errMessage}`);
+
     return errorResult(actionId, errMessage);
   }
 
diff --git a/x-pack/plugins/actions/server/builtin_action_types/webhook.test.ts b/x-pack/plugins/actions/server/builtin_action_types/webhook.test.ts
index 26dd8a1a1402a..ea9f30452918c 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/webhook.test.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/webhook.test.ts
@@ -4,10 +4,6 @@
  * you may not use this file except in compliance with the Elastic License.
  */
 
-jest.mock('axios', () => ({
-  request: jest.fn(),
-}));
-
 import { Services } from '../types';
 import { validateConfig, validateSecrets, validateParams } from '../lib';
 import { actionsConfigMock } from '../actions_config.mock';
@@ -24,7 +20,22 @@ import {
   WebhookMethods,
 } from './webhook';
 
-const axiosRequestMock = axios.request as jest.Mock;
+import * as utils from './lib/axios_utils';
+
+jest.mock('axios');
+jest.mock('./lib/axios_utils', () => {
+  const originalUtils = jest.requireActual('./lib/axios_utils');
+  return {
+    ...originalUtils,
+    request: jest.fn(),
+    patch: jest.fn(),
+  };
+});
+
+axios.create = jest.fn(() => axios);
+const requestMock = utils.request as jest.Mock;
+
+axios.create = jest.fn(() => axios);
 
 const ACTION_TYPE_ID = '.webhook';
 
@@ -227,7 +238,7 @@ describe('params validation', () => {
 
 describe('execute()', () => {
   beforeAll(() => {
-    axiosRequestMock.mockReset();
+    requestMock.mockReset();
     actionType = getActionType({
       logger: mockedLogger,
       configurationUtilities: actionsConfigMock.create(),
@@ -235,8 +246,8 @@ describe('execute()', () => {
   });
 
   beforeEach(() => {
-    axiosRequestMock.mockReset();
-    axiosRequestMock.mockResolvedValue({
+    requestMock.mockReset();
+    requestMock.mockResolvedValue({
       status: 200,
       statusText: '',
       data: '',
@@ -261,17 +272,42 @@ describe('execute()', () => {
       params: { body: 'some data' },
     });
 
-    expect(axiosRequestMock.mock.calls[0][0]).toMatchInlineSnapshot(`
+    expect(requestMock.mock.calls[0][0]).toMatchInlineSnapshot(`
           Object {
             "auth": Object {
               "password": "123",
               "username": "abc",
             },
+            "axios": undefined,
             "data": "some data",
             "headers": Object {
               "aheader": "a value",
             },
+            "logger": Object {
+              "context": Array [],
+              "debug": [MockFunction] {
+                "calls": Array [
+                  Array [
+                    "response from webhook action \\"some-id\\": [HTTP 200] ",
+                  ],
+                ],
+                "results": Array [
+                  Object {
+                    "type": "return",
+                    "value": undefined,
+                  },
+                ],
+              },
+              "error": [MockFunction],
+              "fatal": [MockFunction],
+              "get": [MockFunction],
+              "info": [MockFunction],
+              "log": [MockFunction],
+              "trace": [MockFunction],
+              "warn": [MockFunction],
+            },
             "method": "post",
+            "proxySettings": undefined,
             "url": "https://abc.def/my-webhook",
           }
     `);
@@ -294,13 +330,38 @@ describe('execute()', () => {
       params: { body: 'some data' },
     });
 
-    expect(axiosRequestMock.mock.calls[0][0]).toMatchInlineSnapshot(`
+    expect(requestMock.mock.calls[0][0]).toMatchInlineSnapshot(`
           Object {
+            "axios": undefined,
             "data": "some data",
             "headers": Object {
               "aheader": "a value",
             },
+            "logger": Object {
+              "context": Array [],
+              "debug": [MockFunction] {
+                "calls": Array [
+                  Array [
+                    "response from webhook action \\"some-id\\": [HTTP 200] ",
+                  ],
+                ],
+                "results": Array [
+                  Object {
+                    "type": "return",
+                    "value": undefined,
+                  },
+                ],
+              },
+              "error": [MockFunction],
+              "fatal": [MockFunction],
+              "get": [MockFunction],
+              "info": [MockFunction],
+              "log": [MockFunction],
+              "trace": [MockFunction],
+              "warn": [MockFunction],
+            },
             "method": "post",
+            "proxySettings": undefined,
             "url": "https://abc.def/my-webhook",
           }
     `);
diff --git a/x-pack/plugins/actions/server/builtin_action_types/webhook.ts b/x-pack/plugins/actions/server/builtin_action_types/webhook.ts
index be75742fa882e..d9a005565498d 100644
--- a/x-pack/plugins/actions/server/builtin_action_types/webhook.ts
+++ b/x-pack/plugins/actions/server/builtin_action_types/webhook.ts
@@ -15,6 +15,7 @@ import { isOk, promiseResult, Result } from './lib/result_type';
 import { ActionType, ActionTypeExecutorOptions, ActionTypeExecutorResult } from '../types';
 import { ActionsConfigurationUtilities } from '../actions_config';
 import { Logger } from '../../../../../src/core/server';
+import { request } from './lib/axios_utils';
 
 // config definition
 export enum WebhookMethods {
@@ -136,13 +137,18 @@ export async function executor(
       ? { auth: { username: secrets.user, password: secrets.password } }
       : {};
 
+  const axiosInstance = axios.create();
+
   const result: Result<AxiosResponse, AxiosError> = await promiseResult(
-    axios.request({
+    request({
+      axios: axiosInstance,
       method,
       url,
+      logger,
       ...basicAuth,
       headers,
       data,
+      proxySettings: execOptions.proxySettings,
     })
   );
 
@@ -159,7 +165,7 @@ export async function executor(
     if (error.response) {
       const { status, statusText, headers: responseHeaders } = error.response;
       const message = `[${status}] ${statusText}`;
-      logger.warn(`error on ${actionId} webhook event: ${message}`);
+      logger.error(`error on ${actionId} webhook event: ${message}`);
       // The request was made and the server responded with a status code
       // that falls out of the range of 2xx
       // special handling for 5xx
@@ -178,7 +184,7 @@ export async function executor(
       return errorResultInvalid(actionId, message);
     }
 
-    logger.warn(`error on ${actionId} webhook action: unexpected error`);
+    logger.error(`error on ${actionId} webhook action: unexpected error`);
     return errorResultUnexpectedError(actionId);
   }
 }
diff --git a/x-pack/plugins/actions/server/config.test.ts b/x-pack/plugins/actions/server/config.test.ts
index e86f2d7832828..795fbbf84145b 100644
--- a/x-pack/plugins/actions/server/config.test.ts
+++ b/x-pack/plugins/actions/server/config.test.ts
@@ -15,6 +15,7 @@ describe('config validation', () => {
           "*",
         ],
         "preconfigured": Object {},
+        "rejectUnauthorizedCertificates": true,
         "whitelistedHosts": Array [
           "*",
         ],
@@ -33,6 +34,7 @@ describe('config validation', () => {
           },
         },
       },
+      rejectUnauthorizedCertificates: false,
     };
     expect(configSchema.validate(config)).toMatchInlineSnapshot(`
       Object {
@@ -50,6 +52,7 @@ describe('config validation', () => {
             "secrets": Object {},
           },
         },
+        "rejectUnauthorizedCertificates": false,
         "whitelistedHosts": Array [
           "*",
         ],
diff --git a/x-pack/plugins/actions/server/config.ts b/x-pack/plugins/actions/server/config.ts
index b2f3fa2680a9c..ba80915ebe243 100644
--- a/x-pack/plugins/actions/server/config.ts
+++ b/x-pack/plugins/actions/server/config.ts
@@ -32,6 +32,9 @@ export const configSchema = schema.object({
     defaultValue: {},
     validate: validatePreconfigured,
   }),
+  proxyUrl: schema.maybe(schema.string()),
+  proxyHeaders: schema.maybe(schema.recordOf(schema.string(), schema.string())),
+  rejectUnauthorizedCertificates: schema.boolean({ defaultValue: true }),
 });
 
 export type ActionsConfig = TypeOf<typeof configSchema>;
diff --git a/x-pack/plugins/actions/server/lib/action_executor.ts b/x-pack/plugins/actions/server/lib/action_executor.ts
index bce06c829b1bc..97c08124f5546 100644
--- a/x-pack/plugins/actions/server/lib/action_executor.ts
+++ b/x-pack/plugins/actions/server/lib/action_executor.ts
@@ -12,6 +12,7 @@ import {
   GetServicesFunction,
   RawAction,
   PreConfiguredAction,
+  ProxySettings,
 } from '../types';
 import { EncryptedSavedObjectsClient } from '../../../encrypted_saved_objects/server';
 import { SpacesServiceSetup } from '../../../spaces/server';
@@ -28,6 +29,7 @@ export interface ActionExecutorContext {
   actionTypeRegistry: ActionTypeRegistryContract;
   eventLogger: IEventLogger;
   preconfiguredActions: PreConfiguredAction[];
+  proxySettings?: ProxySettings;
 }
 
 export interface ExecuteOptions {
@@ -78,6 +80,7 @@ export class ActionExecutor {
       eventLogger,
       preconfiguredActions,
       getActionsClientWithRequest,
+      proxySettings,
     } = this.actionExecutorContext!;
 
     const services = getServices(request);
@@ -133,6 +136,7 @@ export class ActionExecutor {
         params: validatedParams,
         config: validatedConfig,
         secrets: validatedSecrets,
+        proxySettings,
       });
     } catch (err) {
       rawResult = {
diff --git a/x-pack/plugins/actions/server/plugin.test.ts b/x-pack/plugins/actions/server/plugin.test.ts
index ca93e88d01203..341a17889923f 100644
--- a/x-pack/plugins/actions/server/plugin.test.ts
+++ b/x-pack/plugins/actions/server/plugin.test.ts
@@ -34,6 +34,7 @@ describe('Actions Plugin', () => {
         enabledActionTypes: ['*'],
         whitelistedHosts: ['*'],
         preconfigured: {},
+        rejectUnauthorizedCertificates: true,
       });
       plugin = new ActionsPlugin(context);
       coreSetup = coreMock.createSetup();
@@ -194,6 +195,7 @@ describe('Actions Plugin', () => {
             secrets: {},
           },
         },
+        rejectUnauthorizedCertificates: true,
       });
       plugin = new ActionsPlugin(context);
       coreSetup = coreMock.createSetup();
@@ -217,7 +219,7 @@ describe('Actions Plugin', () => {
         // coreMock.createSetup doesn't support Plugin generics
         // eslint-disable-next-line @typescript-eslint/no-explicit-any
         await plugin.setup(coreSetup as any, pluginsSetup);
-        const pluginStart = plugin.start(coreStart, pluginsStart);
+        const pluginStart = await plugin.start(coreStart, pluginsStart);
 
         expect(pluginStart.isActionExecutable('preconfiguredServerLog', '.server-log')).toBe(true);
       });
@@ -232,7 +234,7 @@ describe('Actions Plugin', () => {
             usingEphemeralEncryptionKey: false,
           },
         });
-        const pluginStart = plugin.start(coreStart, pluginsStart);
+        const pluginStart = await plugin.start(coreStart, pluginsStart);
 
         await pluginStart.getActionsClientWithRequest(httpServerMock.createKibanaRequest());
       });
@@ -241,7 +243,7 @@ describe('Actions Plugin', () => {
         // coreMock.createSetup doesn't support Plugin generics
         // eslint-disable-next-line @typescript-eslint/no-explicit-any
         await plugin.setup(coreSetup as any, pluginsSetup);
-        const pluginStart = plugin.start(coreStart, pluginsStart);
+        const pluginStart = await plugin.start(coreStart, pluginsStart);
 
         expect(pluginsSetup.encryptedSavedObjects.usingEphemeralEncryptionKey).toEqual(true);
         await expect(
diff --git a/x-pack/plugins/actions/server/plugin.ts b/x-pack/plugins/actions/server/plugin.ts
index ee50ee81d507c..413e6663105b8 100644
--- a/x-pack/plugins/actions/server/plugin.ts
+++ b/x-pack/plugins/actions/server/plugin.ts
@@ -116,6 +116,7 @@ export class ActionsPlugin implements Plugin<Promise<PluginSetupContract>, Plugi
   private readonly config: Promise<ActionsConfig>;
 
   private readonly logger: Logger;
+  private actionsConfig?: ActionsConfig;
   private serverBasePath?: string;
   private taskRunnerFactory?: TaskRunnerFactory;
   private actionTypeRegistry?: ActionTypeRegistry;
@@ -173,12 +174,12 @@ export class ActionsPlugin implements Plugin<Promise<PluginSetupContract>, Plugi
 
     // get executions count
     const taskRunnerFactory = new TaskRunnerFactory(actionExecutor);
-    const actionsConfig = (await this.config) as ActionsConfig;
-    const actionsConfigUtils = getActionsConfigurationUtilities(actionsConfig);
+    this.actionsConfig = (await this.config) as ActionsConfig;
+    const actionsConfigUtils = getActionsConfigurationUtilities(this.actionsConfig);
 
-    for (const preconfiguredId of Object.keys(actionsConfig.preconfigured)) {
+    for (const preconfiguredId of Object.keys(this.actionsConfig.preconfigured)) {
       this.preconfiguredActions.push({
-        ...actionsConfig.preconfigured[preconfiguredId],
+        ...this.actionsConfig.preconfigured[preconfiguredId],
         id: preconfiguredId,
         isPreconfigured: true,
       });
@@ -317,6 +318,14 @@ export class ActionsPlugin implements Plugin<Promise<PluginSetupContract>, Plugi
       encryptedSavedObjectsClient,
       actionTypeRegistry: actionTypeRegistry!,
       preconfiguredActions,
+      proxySettings:
+        this.actionsConfig && this.actionsConfig.proxyUrl
+          ? {
+              proxyUrl: this.actionsConfig.proxyUrl,
+              proxyHeaders: this.actionsConfig.proxyHeaders,
+              rejectUnauthorizedCertificates: this.actionsConfig.rejectUnauthorizedCertificates,
+            }
+          : undefined,
     });
 
     taskRunnerFactory!.initialize({
diff --git a/x-pack/plugins/actions/server/types.ts b/x-pack/plugins/actions/server/types.ts
index ecec45ade0460..bf7bd709a4a88 100644
--- a/x-pack/plugins/actions/server/types.ts
+++ b/x-pack/plugins/actions/server/types.ts
@@ -58,6 +58,7 @@ export interface ActionTypeExecutorOptions<Config, Secrets, Params> {
   config: Config;
   secrets: Secrets;
   params: Params;
+  proxySettings?: ProxySettings;
 }
 
 export interface ActionResult<Config extends ActionTypeConfig = ActionTypeConfig> {
@@ -140,3 +141,9 @@ export interface ActionTaskExecutorParams {
   spaceId: string;
   actionTaskParamsId: string;
 }
+
+export interface ProxySettings {
+  proxyUrl: string;
+  proxyHeaders?: Record<string, string>;
+  rejectUnauthorizedCertificates: boolean;
+}
diff --git a/x-pack/test/alerting_api_integration/basic/config.ts b/x-pack/test/alerting_api_integration/basic/config.ts
index f9c248ec3d56f..f58b7753b74f7 100644
--- a/x-pack/test/alerting_api_integration/basic/config.ts
+++ b/x-pack/test/alerting_api_integration/basic/config.ts
@@ -11,4 +11,5 @@ export default createTestConfig('basic', {
   disabledPlugins: [],
   license: 'basic',
   ssl: true,
+  enableActionsProxy: false,
 });
diff --git a/x-pack/test/alerting_api_integration/common/config.ts b/x-pack/test/alerting_api_integration/common/config.ts
index 4947cdbf55484..34e23a2dba0b2 100644
--- a/x-pack/test/alerting_api_integration/common/config.ts
+++ b/x-pack/test/alerting_api_integration/common/config.ts
@@ -5,6 +5,7 @@
  */
 
 import path from 'path';
+import getPort from 'get-port';
 import fs from 'fs';
 import { CA_CERT_PATH } from '@kbn/dev-utils';
 import { FtrConfigProviderContext } from '@kbn/test/types/ftr';
@@ -15,6 +16,7 @@ interface CreateTestConfigOptions {
   license: string;
   disabledPlugins?: string[];
   ssl?: boolean;
+  enableActionsProxy: boolean;
 }
 
 // test.not-enabled is specifically not enabled
@@ -56,6 +58,10 @@ export function createTestConfig(name: string, options: CreateTestConfigOptions)
       fs.statSync(path.resolve(__dirname, 'fixtures', 'plugins', file)).isDirectory()
     );
 
+    const actionsProxyUrl = options.enableActionsProxy
+      ? [`--xpack.actions.proxyUrl=http://localhost:${await getPort()}`]
+      : [];
+
     return {
       testFiles: [require.resolve(`../${name}/tests/`)],
       servers,
@@ -85,6 +91,9 @@ export function createTestConfig(name: string, options: CreateTestConfigOptions)
           ])}`,
           '--xpack.encryptedSavedObjects.encryptionKey="wuGNaIhoMpk5sO4UBxgr3NyW1sFcLgIf"',
           `--xpack.actions.enabledActionTypes=${JSON.stringify(enabledActionTypes)}`,
+          ...actionsProxyUrl,
+          '--xpack.actions.rejectUnauthorizedCertificates=false',
+
           '--xpack.eventLog.logEntries=true',
           `--xpack.actions.preconfigured=${JSON.stringify({
             'my-slack1': {
diff --git a/x-pack/test/alerting_api_integration/common/lib/get_proxy_server.ts b/x-pack/test/alerting_api_integration/common/lib/get_proxy_server.ts
new file mode 100644
index 0000000000000..4540556e73c5f
--- /dev/null
+++ b/x-pack/test/alerting_api_integration/common/lib/get_proxy_server.ts
@@ -0,0 +1,30 @@
+/*
+ * Copyright Elasticsearch B.V. and/or licensed to Elasticsearch B.V. under one
+ * or more contributor license agreements. Licensed under the Elastic License;
+ * you may not use this file except in compliance with the Elastic License.
+ */
+
+import httpProxy from 'http-proxy';
+
+export const getHttpProxyServer = (
+  targetUrl: string,
+  onProxyResHandler: (proxyRes?: unknown, req?: unknown, res?: unknown) => void
+): httpProxy => {
+  const proxyServer = httpProxy.createProxyServer({
+    target: targetUrl,
+    secure: false,
+    selfHandleResponse: false,
+  });
+  proxyServer.on('proxyRes', (proxyRes: unknown, req: unknown, res: unknown) => {
+    onProxyResHandler(proxyRes, req, res);
+  });
+  return proxyServer;
+};
+
+export const getProxyUrl = (kbnTestServerConfig: any) => {
+  const proxyUrl = kbnTestServerConfig
+    .find((val: string) => val.startsWith('--xpack.actions.proxyUrl='))
+    .replace('--xpack.actions.proxyUrl=', '');
+
+  return new URL(proxyUrl);
+};
diff --git a/x-pack/test/alerting_api_integration/security_and_spaces/config.ts b/x-pack/test/alerting_api_integration/security_and_spaces/config.ts
index 081b901c47fc3..97f53ae2c3664 100644
--- a/x-pack/test/alerting_api_integration/security_and_spaces/config.ts
+++ b/x-pack/test/alerting_api_integration/security_and_spaces/config.ts
@@ -11,4 +11,5 @@ export default createTestConfig('security_and_spaces', {
   disabledPlugins: [],
   license: 'trial',
   ssl: true,
+  enableActionsProxy: true,
 });
diff --git a/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/jira.ts b/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/jira.ts
index 24931f11d4999..a0ba5331105bc 100644
--- a/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/jira.ts
+++ b/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/jira.ts
@@ -6,6 +6,7 @@
 
 import expect from '@kbn/expect';
 
+import { getHttpProxyServer, getProxyUrl } from '../../../../common/lib/get_proxy_server';
 import { FtrProviderContext } from '../../../../common/ftr_provider_context';
 
 import {
@@ -35,6 +36,7 @@ const mapping = [
 export default function jiraTest({ getService }: FtrProviderContext) {
   const supertest = getService('supertest');
   const kibanaServer = getService('kibanaServer');
+  const config = getService('config');
 
   const mockJira = {
     config: {
@@ -73,12 +75,19 @@ export default function jiraTest({ getService }: FtrProviderContext) {
   };
 
   let jiraSimulatorURL: string = '<could not determine kibana url>';
+  let proxyServer: any;
+  let proxyHaveBeenCalled = false;
 
   describe('Jira', () => {
     before(() => {
       jiraSimulatorURL = kibanaServer.resolveUrl(
         getExternalServiceSimulatorPath(ExternalServiceSimulator.JIRA)
       );
+      proxyServer = getHttpProxyServer(kibanaServer.resolveUrl('/'), () => {
+        proxyHaveBeenCalled = true;
+      });
+      const proxyUrl = getProxyUrl(config.get('kbnTestServer.serverArgs'));
+      proxyServer.listen(Number(proxyUrl.port));
     });
 
     describe('Jira - Action Creation', () => {
@@ -529,6 +538,8 @@ export default function jiraTest({ getService }: FtrProviderContext) {
             })
             .expect(200);
 
+          expect(proxyHaveBeenCalled).to.equal(true);
+
           expect(body).to.eql({
             status: 'ok',
             actionId: simulatedActionId,
@@ -542,5 +553,9 @@ export default function jiraTest({ getService }: FtrProviderContext) {
         });
       });
     });
+
+    after(() => {
+      proxyServer.close();
+    });
   });
 }
diff --git a/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/pagerduty.ts b/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/pagerduty.ts
index f4fcbb65ab5a3..c697cf69bb4d5 100644
--- a/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/pagerduty.ts
+++ b/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/pagerduty.ts
@@ -6,6 +6,7 @@
 
 import expect from '@kbn/expect';
 
+import { getHttpProxyServer, getProxyUrl } from '../../../../common/lib/get_proxy_server';
 import { FtrProviderContext } from '../../../../common/ftr_provider_context';
 
 import {
@@ -17,16 +18,25 @@ import {
 export default function pagerdutyTest({ getService }: FtrProviderContext) {
   const supertest = getService('supertest');
   const kibanaServer = getService('kibanaServer');
+  const config = getService('config');
 
   describe('pagerduty action', () => {
     let simulatedActionId = '';
     let pagerdutySimulatorURL: string = '<could not determine kibana url>';
+    let proxyServer: any;
+    let proxyHaveBeenCalled = false;
 
     // need to wait for kibanaServer to settle ...
     before(() => {
       pagerdutySimulatorURL = kibanaServer.resolveUrl(
         getExternalServiceSimulatorPath(ExternalServiceSimulator.PAGERDUTY)
       );
+
+      proxyServer = getHttpProxyServer(kibanaServer.resolveUrl('/'), () => {
+        proxyHaveBeenCalled = true;
+      });
+      const proxyUrl = getProxyUrl(config.get('kbnTestServer.serverArgs'));
+      proxyServer.listen(Number(proxyUrl.port));
     });
 
     it('should return successfully when passed valid create parameters', async () => {
@@ -144,6 +154,8 @@ export default function pagerdutyTest({ getService }: FtrProviderContext) {
           },
         })
         .expect(200);
+      expect(proxyHaveBeenCalled).to.equal(true);
+
       expect(result).to.eql({
         status: 'ok',
         actionId: simulatedActionId,
@@ -202,5 +214,9 @@ export default function pagerdutyTest({ getService }: FtrProviderContext) {
       expect(result.message).to.match(/error posting pagerduty event: http status 502/);
       expect(result.retry).to.equal(true);
     });
+
+    after(() => {
+      proxyServer.close();
+    });
   });
 }
diff --git a/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/resilient.ts b/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/resilient.ts
index 94feabb556a51..5085c87550d01 100644
--- a/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/resilient.ts
+++ b/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/resilient.ts
@@ -6,6 +6,7 @@
 
 import expect from '@kbn/expect';
 
+import { getHttpProxyServer, getProxyUrl } from '../../../../common/lib/get_proxy_server';
 import { FtrProviderContext } from '../../../../common/ftr_provider_context';
 
 import {
@@ -35,6 +36,7 @@ const mapping = [
 export default function resilientTest({ getService }: FtrProviderContext) {
   const supertest = getService('supertest');
   const kibanaServer = getService('kibanaServer');
+  const config = getService('config');
 
   const mockResilient = {
     config: {
@@ -73,12 +75,19 @@ export default function resilientTest({ getService }: FtrProviderContext) {
   };
 
   let resilientSimulatorURL: string = '<could not determine kibana url>';
+  let proxyServer: any;
+  let proxyHaveBeenCalled = false;
 
   describe('IBM Resilient', () => {
     before(() => {
       resilientSimulatorURL = kibanaServer.resolveUrl(
         getExternalServiceSimulatorPath(ExternalServiceSimulator.RESILIENT)
       );
+      proxyServer = getHttpProxyServer(kibanaServer.resolveUrl('/'), () => {
+        proxyHaveBeenCalled = true;
+      });
+      const proxyUrl = getProxyUrl(config.get('kbnTestServer.serverArgs'));
+      proxyServer.listen(Number(proxyUrl.port));
     });
 
     describe('IBM Resilient - Action Creation', () => {
@@ -529,6 +538,8 @@ export default function resilientTest({ getService }: FtrProviderContext) {
             })
             .expect(200);
 
+          expect(proxyHaveBeenCalled).to.equal(true);
+
           expect(body).to.eql({
             status: 'ok',
             actionId: simulatedActionId,
@@ -542,5 +553,9 @@ export default function resilientTest({ getService }: FtrProviderContext) {
         });
       });
     });
+
+    after(() => {
+      proxyServer.close();
+    });
   });
 }
diff --git a/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/servicenow.ts b/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/servicenow.ts
index d3b72d01216d0..70b6a8fe512e1 100644
--- a/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/servicenow.ts
+++ b/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/servicenow.ts
@@ -6,6 +6,7 @@
 
 import expect from '@kbn/expect';
 
+import { getHttpProxyServer, getProxyUrl } from '../../../../common/lib/get_proxy_server';
 import { FtrProviderContext } from '../../../../common/ftr_provider_context';
 
 import {
@@ -35,6 +36,7 @@ const mapping = [
 export default function servicenowTest({ getService }: FtrProviderContext) {
   const supertest = getService('supertest');
   const kibanaServer = getService('kibanaServer');
+  const config = getService('config');
 
   const mockServiceNow = {
     config: {
@@ -72,12 +74,20 @@ export default function servicenowTest({ getService }: FtrProviderContext) {
   };
 
   let servicenowSimulatorURL: string = '<could not determine kibana url>';
+  let proxyServer: any;
+  let proxyHaveBeenCalled = false;
 
   describe('ServiceNow', () => {
     before(() => {
       servicenowSimulatorURL = kibanaServer.resolveUrl(
         getExternalServiceSimulatorPath(ExternalServiceSimulator.SERVICENOW)
       );
+
+      proxyServer = getHttpProxyServer(kibanaServer.resolveUrl('/'), () => {
+        proxyHaveBeenCalled = true;
+      });
+      const proxyUrl = getProxyUrl(config.get('kbnTestServer.serverArgs'));
+      proxyServer.listen(Number(proxyUrl.port));
     });
 
     describe('ServiceNow - Action Creation', () => {
@@ -448,6 +458,7 @@ export default function servicenowTest({ getService }: FtrProviderContext) {
               },
             })
             .expect(200);
+          expect(proxyHaveBeenCalled).to.equal(true);
 
           expect(result).to.eql({
             status: 'ok',
@@ -462,5 +473,9 @@ export default function servicenowTest({ getService }: FtrProviderContext) {
         });
       });
     });
+
+    after(() => {
+      proxyServer.close();
+    });
   });
 }
diff --git a/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/slack.ts b/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/slack.ts
index c68bcaa0ad4e8..45f9ba369dc23 100644
--- a/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/slack.ts
+++ b/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/slack.ts
@@ -7,6 +7,7 @@
 import expect from '@kbn/expect';
 import http from 'http';
 import getPort from 'get-port';
+import { getHttpProxyServer, getProxyUrl } from '../../../../common/lib/get_proxy_server';
 import { FtrProviderContext } from '../../../../common/ftr_provider_context';
 
 import { getSlackServer } from '../../../../common/fixtures/plugins/actions_simulators/server/plugin';
@@ -14,18 +15,27 @@ import { getSlackServer } from '../../../../common/fixtures/plugins/actions_simu
 // eslint-disable-next-line import/no-default-export
 export default function slackTest({ getService }: FtrProviderContext) {
   const supertest = getService('supertest');
+  const config = getService('config');
 
   describe('slack action', () => {
     let simulatedActionId = '';
 
     let slackSimulatorURL: string = '';
     let slackServer: http.Server;
+    let proxyServer: any;
+    let proxyHaveBeenCalled = false;
     // need to wait for kibanaServer to settle ...
     before(async () => {
       slackServer = await getSlackServer();
       const availablePort = await getPort({ port: 9000 });
       slackServer.listen(availablePort);
       slackSimulatorURL = `http://localhost:${availablePort}`;
+
+      proxyServer = getHttpProxyServer(slackSimulatorURL, () => {
+        proxyHaveBeenCalled = true;
+      });
+      const proxyUrl = getProxyUrl(config.get('kbnTestServer.serverArgs'));
+      proxyServer.listen(Number(proxyUrl.port));
     });
 
     it('should return 200 when creating a slack action successfully', async () => {
@@ -155,6 +165,7 @@ export default function slackTest({ getService }: FtrProviderContext) {
         })
         .expect(200);
       expect(result.status).to.eql('ok');
+      expect(proxyHaveBeenCalled).to.equal(true);
     });
 
     it('should handle an empty message error', async () => {
@@ -222,6 +233,7 @@ export default function slackTest({ getService }: FtrProviderContext) {
 
     after(() => {
       slackServer.close();
+      proxyServer.close();
     });
   });
 }
diff --git a/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/webhook.ts b/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/webhook.ts
index 8f17ab54184b5..896026611043f 100644
--- a/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/webhook.ts
+++ b/x-pack/test/alerting_api_integration/security_and_spaces/tests/actions/builtin_action_types/webhook.ts
@@ -8,6 +8,7 @@ import http from 'http';
 import getPort from 'get-port';
 import expect from '@kbn/expect';
 import { URL, format as formatUrl } from 'url';
+import { getHttpProxyServer, getProxyUrl } from '../../../../common/lib/get_proxy_server';
 import { FtrProviderContext } from '../../../../common/ftr_provider_context';
 import {
   getExternalServiceSimulatorPath,
@@ -31,6 +32,7 @@ function parsePort(url: Record<string, string>): Record<string, string | null |
 export default function webhookTest({ getService }: FtrProviderContext) {
   const supertest = getService('supertest');
   const kibanaServer = getService('kibanaServer');
+  const configService = getService('config');
 
   async function createWebhookAction(
     webhookSimulatorURL: string,
@@ -69,6 +71,8 @@ export default function webhookTest({ getService }: FtrProviderContext) {
     let webhookSimulatorURL: string = '';
     let webhookServer: http.Server;
     let kibanaURL: string = '<could not determine kibana url>';
+    let proxyServer: any;
+    let proxyHaveBeenCalled = false;
     // need to wait for kibanaServer to settle ...
     before(async () => {
       webhookServer = await getWebhookServer();
@@ -76,6 +80,12 @@ export default function webhookTest({ getService }: FtrProviderContext) {
       webhookServer.listen(availablePort);
       webhookSimulatorURL = `http://localhost:${availablePort}`;
 
+      proxyServer = getHttpProxyServer(webhookSimulatorURL, () => {
+        proxyHaveBeenCalled = true;
+      });
+      const proxyUrl = getProxyUrl(configService.get('kbnTestServer.serverArgs'));
+      proxyServer.listen(Number(proxyUrl.port));
+
       kibanaURL = kibanaServer.resolveUrl(
         getExternalServiceSimulatorPath(ExternalServiceSimulator.WEBHOOK)
       );
@@ -140,6 +150,7 @@ export default function webhookTest({ getService }: FtrProviderContext) {
         .expect(200);
 
       expect(result.status).to.eql('ok');
+      expect(proxyHaveBeenCalled).to.equal(true);
     });
 
     it('should support the POST method against webhook target', async () => {
@@ -218,7 +229,7 @@ export default function webhookTest({ getService }: FtrProviderContext) {
         .expect(200);
 
       expect(result.status).to.eql('error');
-      expect(result.message).to.match(/error calling webhook, unexpected error/);
+      expect(result.message).to.match(/error calling webhook, retry later/);
     });
 
     it('should handle failing webhook targets', async () => {
@@ -240,6 +251,7 @@ export default function webhookTest({ getService }: FtrProviderContext) {
 
     after(() => {
       webhookServer.close();
+      proxyServer.close();
     });
   });
 }
diff --git a/x-pack/test/alerting_api_integration/spaces_only/config.ts b/x-pack/test/alerting_api_integration/spaces_only/config.ts
index c79c26ef68752..f9860b642f13a 100644
--- a/x-pack/test/alerting_api_integration/spaces_only/config.ts
+++ b/x-pack/test/alerting_api_integration/spaces_only/config.ts
@@ -7,4 +7,8 @@
 import { createTestConfig } from '../common/config';
 
 // eslint-disable-next-line import/no-default-export
-export default createTestConfig('spaces_only', { disabledPlugins: ['security'], license: 'trial' });
+export default createTestConfig('spaces_only', {
+  disabledPlugins: ['security'],
+  license: 'trial',
+  enableActionsProxy: false,
+});
diff --git a/yarn.lock b/yarn.lock
index 42c4b800e6b0c..b730aac686c8a 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -3919,6 +3919,20 @@
   resolved "https://registry.yarnpkg.com/@types/http-cache-semantics/-/http-cache-semantics-4.0.0.tgz#9140779736aa2655635ee756e2467d787cfe8a2a"
   integrity sha512-c3Xy026kOF7QOTn00hbIllV1dLR9hG9NkSrLQgCVs8NF6sBU+VGWjD3wLPhmh1TYAc7ugCFsvHYMN4VcBN1U1A==
 
+"@types/http-proxy-agent@^2.0.2":
+  version "2.0.2"
+  resolved "https://registry.yarnpkg.com/@types/http-proxy-agent/-/http-proxy-agent-2.0.2.tgz#942c1f35c7e1f0edd1b6ffae5d0f9051cfb32be1"
+  integrity sha512-2S6IuBRhqUnH1/AUx9k8KWtY3Esg4eqri946MnxTG5HwehF1S5mqLln8fcyMiuQkY72p2gH3W+rIPqp5li0LyQ==
+  dependencies:
+    "@types/node" "*"
+
+"@types/http-proxy@^1.17.4":
+  version "1.17.4"
+  resolved "https://registry.yarnpkg.com/@types/http-proxy/-/http-proxy-1.17.4.tgz#e7c92e3dbe3e13aa799440ff42e6d3a17a9d045b"
+  integrity sha512-IrSHl2u6AWXduUaDLqYpt45tLVCtYv7o4Z0s1KghBCDgIIS9oW5K1H8mZG/A2CfeLdEa7rTd1ACOiHBc1EMT2Q==
+  dependencies:
+    "@types/node" "*"
+
 "@types/inert@^5.1.2":
   version "5.1.2"
   resolved "https://registry.yarnpkg.com/@types/inert/-/inert-5.1.2.tgz#2bb8bef3b2462f904c960654c9edfa39285a85c6"