diff --git a/web/packages/teleport/src/JoinTokens/UpsertJoinTokenDialog.tsx b/web/packages/teleport/src/JoinTokens/UpsertJoinTokenDialog.tsx
index b05e68d858991..1e649105cb0ef 100644
--- a/web/packages/teleport/src/JoinTokens/UpsertJoinTokenDialog.tsx
+++ b/web/packages/teleport/src/JoinTokens/UpsertJoinTokenDialog.tsx
@@ -39,6 +39,7 @@ import { requiredField } from 'shared/components/Validation/rules';
 import { useAsync } from 'shared/hooks/useAsync';
 
 import { useTeleport } from 'teleport';
+import auth from 'teleport/services/auth';
 import {
   AWSRules,
   CreateJoinTokenRequest,
@@ -130,7 +131,13 @@ export const UpsertJoinTokenDialog = ({
 
   const [createTokenAttempt, runCreateTokenAttempt] = useAsync(
     async (req: CreateJoinTokenRequest) => {
-      const token = await ctx.joinTokenService.createJoinToken(req);
+      const mfaResponse = await auth.getWebauthnResponseForAdminAction(
+        true /* allow re-use */
+      );
+      const token = await ctx.joinTokenService.createJoinToken(
+        req,
+        mfaResponse
+      );
       updateTokenList(token);
       onClose();
     }
diff --git a/web/packages/teleport/src/services/api/api.ts b/web/packages/teleport/src/services/api/api.ts
index f1d466908859a..9411e27ef2f1b 100644
--- a/web/packages/teleport/src/services/api/api.ts
+++ b/web/packages/teleport/src/services/api/api.ts
@@ -131,11 +131,37 @@ const api = {
    * It returns the JSON data if it is a valid JSON and
    * there were no response errors.
    *
-   * If a response had an error and it contained a MFA authn
-   * required message, then a retry is attempted after a user
-   * successfully re-authenticates with an MFA device.
+   * The field "mfaResponse" accepts a pre-made response to an MFA challenge
+   * for an admin action with allowReuse set to true.
    *
-   * All other errors will be thrown.
+   * The cluster requires the user to re-authenticate before performing certain
+   * admin actions (e.g., creating join tokens or deleting users) when
+   * second_factor is set to webauthn.
+   *
+   * Generally, mfaResponse is not needed because this func will first attempt
+   * a fetch without it and if the response had an error and it contained a MFA
+   * authn required message, then this func will fetch a challenge and prompt
+   * the user to re-authn. After successfully re-authenticating, a retry fetch
+   * with the original URL is attempted.
+   *
+   * There are a few cases where providing a mfaResponse is required and it
+   * starts by creating a MFA challenge with `allowReuse` set to true
+   * (see services/auth/auth.ts > getMfaChallengeResponseForAdminAction).
+   *
+   * This allow users to require re-authenticating ONCE for the following:
+   *   - In the web app, we can be calling multiple endpoints back to back,
+   *     and some or all endpoints require re-authenticating. If a non reusable
+   *     mfaResponse was provided, or mfaResponse wasn't provided then each
+   *     fetch will ask the user to re-authenticate.
+   *   - We can make a single fetch without a mfaResponse, re-authenticate
+   *     successfully as required, but the retry attempt still fails with a
+   *     vague "access denied" error. This is because there are some endpoints
+   *     where it's in the backend that are calling multiple endpoints that
+   *     require re-authenticating. Providing a reusable mfaResponse resolves
+   *     this issue.
+   *
+   * The mfaResponse lasts for WebauthnChallengeTimeout defined in:
+   * https://github.com/gravitational/teleport/blob/b8a65486844b4125ea1cf1f08ae17e2fc5a4db5a/lib/defaults/defaults.go#L598
    */
   async fetchJsonWithMfaAuthnRetry(
     url: string,
diff --git a/web/packages/teleport/src/services/joinToken/joinToken.ts b/web/packages/teleport/src/services/joinToken/joinToken.ts
index fe564b4440dae..14f29c10ecb5f 100644
--- a/web/packages/teleport/src/services/joinToken/joinToken.ts
+++ b/web/packages/teleport/src/services/joinToken/joinToken.ts
@@ -20,6 +20,7 @@ import cfg from 'teleport/config';
 import api from 'teleport/services/api';
 
 import { makeLabelMapOfStrArrs } from '../agents/make';
+import { WebauthnAssertionResponse } from '../auth';
 import makeJoinToken from './makeJoinToken';
 import { JoinRule, JoinToken, JoinTokenRequest } from './types';
 
@@ -65,8 +66,13 @@ class JoinTokenService {
       .then(makeJoinToken);
   }
 
-  createJoinToken(req: JoinTokenRequest): Promise<JoinToken> {
-    return api.post(cfg.getJoinTokensUrl(), req).then(makeJoinToken);
+  createJoinToken(
+    req: JoinTokenRequest,
+    mfaResponse: WebauthnAssertionResponse
+  ): Promise<JoinToken> {
+    return api
+      .post(cfg.getJoinTokensUrl(), req, null /* abortSignal */, mfaResponse)
+      .then(makeJoinToken);
   }
 
   fetchJoinTokens(signal: AbortSignal = null): Promise<{ items: JoinToken[] }> {