diff --git a/x-pack/test/functional/apps/security/doc_level_security_roles.ts b/x-pack/test/functional/apps/security/doc_level_security_roles.ts
index b1af9ec3350b7..56feb76394b61 100644
--- a/x-pack/test/functional/apps/security/doc_level_security_roles.ts
+++ b/x-pack/test/functional/apps/security/doc_level_security_roles.ts
@@ -19,8 +19,7 @@ export default function ({ getService, getPageObjects }: FtrProviderContext) {
   const PageObjects = getPageObjects(['security', 'common', 'header', 'discover', 'settings']);
   const kibanaServer = getService('kibanaServer');
 
-  // Failing: See https://github.com/elastic/kibana/issues/155447
-  describe.skip('dls', function () {
+  describe('dls', function () {
     before('initialize tests', async () => {
       await kibanaServer.savedObjects.cleanStandardList();
       await esArchiver.loadIfNeeded('x-pack/test/functional/es_archives/security/dlstest');
diff --git a/x-pack/test/functional/page_objects/security_page.ts b/x-pack/test/functional/page_objects/security_page.ts
index 51d0651df9ca9..1db3541da17c8 100644
--- a/x-pack/test/functional/page_objects/security_page.ts
+++ b/x-pack/test/functional/page_objects/security_page.ts
@@ -8,6 +8,7 @@
 import { adminTestUser } from '@kbn/test';
 import { AuthenticatedUser, Role } from '@kbn/security-plugin/common/model';
 import type { UserFormValues } from '@kbn/security-plugin/public/management/users/edit_user/user_form';
+import { Key } from 'selenium-webdriver';
 import { FtrService } from '../ftr_provider_context';
 
 interface LoginOptions {
@@ -359,14 +360,12 @@ export class SecurityPageObject extends FtrService {
   }
 
   async addPrivilegeToRole(privilege: string) {
-    this.log.debug(`Adding privilege ${privilege} to role`);
-    const privilegeInput = await this.retry.try(() =>
-      this.find.byCssSelector('[data-test-subj="privilegesInput0"] input')
-    );
-    await privilegeInput.type(privilege);
-
-    const btn = await this.find.byButtonText(privilege);
-    await btn.click();
+    this.log.debug(`Adding privilege "${privilege}" to role`);
+    const privilegesField = await this.testSubjects.find('privilegesInput0');
+    const privilegesInput = await privilegesField.findByTagName('input');
+    await privilegesInput.type(privilege);
+    await privilegesInput.pressKeys(Key.ENTER); // Add typed privilege to combo box
+    await privilegesInput.pressKeys(Key.ESCAPE); // Close dropdown menu to avoid hiding elements from test runner
   }
 
   async assignRoleToUser(role: string) {
@@ -586,23 +585,27 @@ export class SecurityPageObject extends FtrService {
     }
 
     await this.testSubjects.click('addSpacePrivilegeButton');
-    await this.testSubjects.click('spaceSelectorComboBox');
+    const spaceSelectorComboBox = await this.testSubjects.find('spaceSelectorComboBox');
+    await spaceSelectorComboBox.click();
 
     const globalSpaceOption = await this.find.byCssSelector(`#spaceOption_\\*`);
     await globalSpaceOption.click();
 
+    // Close dropdown menu to avoid hiding elements from test runner
+    const spaceSelectorInput = await spaceSelectorComboBox.findByTagName('input');
+    await spaceSelectorInput.pressKeys(Key.ESCAPE);
+
     await this.testSubjects.click('basePrivilege_all');
     await this.testSubjects.click('createSpacePrivilegeButton');
 
-    const addPrivilege = (privileges: string[]) => {
+    const addPrivileges = (privileges: string[]) => {
       return privileges.reduce((promise: Promise<any>, privilegeName: string) => {
         return promise
           .then(() => self.addPrivilegeToRole(privilegeName))
           .then(() => this.common.sleep(250));
       }, Promise.resolve());
     };
-
-    await addPrivilege(roleObj.elasticsearch.indices[0].privileges);
+    await addPrivileges(roleObj.elasticsearch.indices[0].privileges);
 
     const addGrantedField = async (fields: string[]) => {
       for (const entry of fields) {