diff --git a/.github/workflows/pr-linter-exemption-labeler.yml b/.github/workflows/pr-linter-exemption-labeler.yml
new file mode 100644
index 0000000000000..332a216a6811e
--- /dev/null
+++ b/.github/workflows/pr-linter-exemption-labeler.yml
@@ -0,0 +1,17 @@
+name: pr-linter-exemption-labeler
+on:
+  issue_comment:
+    types:
+      - created
+      - edited
+      - deleted
+
+jobs:
+  pr_commented:
+    name: PR Comment
+    if: ${{ (github.event.issue.pull_request) && (github.event.issue.state == 'open') }}
+    runs-on: ubuntu-latest
+    steps:
+      - uses: TheRealAmazonKendra/pr-linter-exemption-labeler@main
+        with:
+          github-token: ${{ secrets.PROJEN_GITHUB_TOKEN }}
\ No newline at end of file
diff --git a/tools/@aws-cdk/prlint/lint.ts b/tools/@aws-cdk/prlint/lint.ts
index be1246d04f23b..c0e82f4df0af1 100644
--- a/tools/@aws-cdk/prlint/lint.ts
+++ b/tools/@aws-cdk/prlint/lint.ts
@@ -217,12 +217,17 @@ export class PullRequestLinter {
    * @param existingReview The review created by a previous run of the linter.
    */
   private async createOrUpdatePRLinterReview(failureMessages: string[], existingReview?: Review): Promise<void> {
-    const body = `The pull request linter fails with the following errors:${this.formatErrors(failureMessages)}PRs must pass status checks before we can provide a meaningful review.`;
+    const body = `The pull request linter fails with the following errors:${this.formatErrors(failureMessages)}`
+      + '<b>PRs must pass status checks before we can provide a meaningful review.</b>\n\n'
+      + 'If you would like to request an exemption from the status checks or clarification on feedback,'
+      + ' please leave a comment on this PR containing `Exemption Request` and/or `Clarification Request`.';
     if (!existingReview) {
       await this.client.pulls.createReview({
         ...this.prParams,
-        body: 'The pull request linter has failed. See the aws-cdk-automation comment below for failure reasons.' +
-          ' If you believe this pull request should receive an exemption, please comment and provide a justification.',
+        body: 'The pull request linter has failed. See the aws-cdk-automation comment below for failure reasons.'
+          + ' If you believe this pull request should receive an exemption, please comment and provide a justification.'
+          + '\n\n\nA comment requesting an exemption should contain the text `Exemption Request`.'
+          +  ' Additionally, if clarification is needed add `Clarification Request` to a comment.',
         event: 'REQUEST_CHANGES',
       })
     }
diff --git a/tools/@aws-cdk/prlint/test/lint.test.ts b/tools/@aws-cdk/prlint/test/lint.test.ts
index f3d45031f96c1..8afc6e33452fa 100644
--- a/tools/@aws-cdk/prlint/test/lint.test.ts
+++ b/tools/@aws-cdk/prlint/test/lint.test.ts
@@ -272,7 +272,9 @@ describe('integration tests required on features', () => {
     await expect(prLinter.validate()).rejects.toThrow(
       'The pull request linter fails with the following errors:' +
       '\n\n\t❌ Features must contain a change to an integration test file and the resulting snapshot.' +
-      '\n\nPRs must pass status checks before we can provide a meaningful review.'
+      '\n\n<b>PRs must pass status checks before we can provide a meaningful review.</b>\n\n' +
+      'If you would like to request an exemption from the status checks or clarification on feedback,' +
+      ' please leave a comment on this PR containing `Exemption Request` and/or `Clarification Request`.'
       );
   });
 
@@ -305,7 +307,9 @@ describe('integration tests required on features', () => {
     await expect(prLinter.validate()).rejects.toThrow(
       'The pull request linter fails with the following errors:' +
       '\n\n\t❌ Features must contain a change to an integration test file and the resulting snapshot.' +
-      '\n\nPRs must pass status checks before we can provide a meaningful review.'
+      '\n\n<b>PRs must pass status checks before we can provide a meaningful review.</b>\n\n' +
+      'If you would like to request an exemption from the status checks or clarification on feedback,' +
+      ' please leave a comment on this PR containing `Exemption Request` and/or `Clarification Request`.'
       );
   });
 
@@ -338,7 +342,9 @@ describe('integration tests required on features', () => {
     await expect(prLinter.validate()).rejects.toThrow(
       'The pull request linter fails with the following errors:' +
       '\n\n\t❌ Fixes must contain a change to an integration test file and the resulting snapshot.' +
-      '\n\nPRs must pass status checks before we can provide a meaningful review.'
+      '\n\n<b>PRs must pass status checks before we can provide a meaningful review.</b>\n\n' +
+      'If you would like to request an exemption from the status checks or clarification on feedback,' +
+      ' please leave a comment on this PR containing `Exemption Request` and/or `Clarification Request`.'
       );
   });
 
@@ -371,7 +377,9 @@ describe('integration tests required on features', () => {
     await expect(prLinter.validate()).rejects.toThrow(
       'The pull request linter fails with the following errors:' +
       '\n\n\t❌ Fixes must contain a change to an integration test file and the resulting snapshot.' +
-      '\n\nPRs must pass status checks before we can provide a meaningful review.'
+      '\n\n<b>PRs must pass status checks before we can provide a meaningful review.</b>\n\n' +
+      'If you would like to request an exemption from the status checks or clarification on feedback,' +
+      ' please leave a comment on this PR containing `Exemption Request` and/or `Clarification Request`.'
       );
   });