diff --git a/.github/workflows/pull-request-comments.yml b/.github/workflows/pull-request-comments.yml
index ebe380f983847..df276270f1396 100644
--- a/.github/workflows/pull-request-comments.yml
+++ b/.github/workflows/pull-request-comments.yml
@@ -4,8 +4,10 @@ name: Pull Request Comments
 on:
   pull_request_target:
     types: [ 'opened' ]
-    branches:
-      - trunk
+  workflow_run:
+    workflows: [ 'Test Build Processes' ]
+    types:
+      - completed
 
 # Cancels all previous workflow runs for pull requests that have not completed.
 concurrency:
@@ -27,7 +29,8 @@ jobs:
     timeout-minutes: 5
     if: ${{ github.repository == 'WordPress/wordpress-develop' && github.event_name == 'pull_request_target' }}
     steps:
-      - uses: wow-actions/welcome@72817eb31cda1de60f51893d80e2e82ce57f7e76 # v1.3.0
+      - name: Post a welcome comment
+        uses: wow-actions/welcome@72817eb31cda1de60f51893d80e2e82ce57f7e76 # v1.3.0
         with:
           FIRST_PR_REACTIONS: 'hooray'
           FIRST_PR_COMMENT: >
@@ -81,17 +84,57 @@ jobs:
     permissions:
       issues: write
       pull-requests: write
-    if: ${{ github.repository == 'WordPress/wordpress-develop' && github.event_name == 'pull_request_target' }}
+    if: >
+      github.repository == 'WordPress/wordpress-develop' &&
+      github.event.workflow_run.event == 'pull_request' &&
+      github.event.workflow_run.conclusion == 'success'
     steps:
-      - uses: actions/github-script@60a0d83039c74a4aee543508d2ffcb1c3799cdea # v7.0.1
+      - name: Download artifact
+        uses: actions/github-script@60a0d83039c74a4aee543508d2ffcb1c3799cdea # v7.0.1
+        with:
+          script: |
+            const artifacts = await github.rest.actions.listWorkflowRunArtifacts( {
+               owner: context.repo.owner,
+               repo: context.repo.repo,
+               run_id: ${{ github.event.workflow_run.id }},
+            } );
+
+            const matchArtifact = artifacts.data.artifacts.filter( ( artifact ) => {
+              return artifact.name === 'pr-number'
+            } )[0];
+
+            if ( ! matchArtifact ) {
+              core.setFailed( 'No artifact found!' );
+              return;
+            }
+
+            const download = await github.rest.actions.downloadArtifact( {
+               owner: context.repo.owner,
+               repo: context.repo.repo,
+               artifact_id: matchArtifact.id,
+               archive_format: 'zip',
+            } );
+
+            const fs = require( 'fs' );
+            fs.writeFileSync( '${{github.workspace}}/pr-number.zip', Buffer.from( download.data ) )
+
+      - name: Unzip the artifact containing the PR number
+        run: unzip pr-number.zip
+
+      - name: Leave a comment about testing with Playground
+        uses: actions/github-script@60a0d83039c74a4aee543508d2ffcb1c3799cdea # v7.0.1
         with:
           script: |
+            const fs = require( 'fs' );
+            const issue_number = Number( fs.readFileSync( './NR' ) );
+
             // Comments are only added after the first successful build. Check for the presence of a comment and bail early.
             const commentInfo = {
               owner: context.repo.owner,
               repo: context.repo.repo,
-              issue_number: ${{ github.event.number }}
+              issue_number,
             };
+
             const comments = ( await github.rest.issues.listComments( commentInfo ) ).data;
 
             for ( const currentComment of comments ) {
@@ -116,7 +159,7 @@ jobs:
 
             For more details about these limitations and more, check out the [Limitations page](https://wordpress.github.io/wordpress-playground/limitations/) in the WordPress Playground documentation.
 
-            [Test this pull request with WordPress Playground](https://playground.wordpress.net/wordpress.html?pr=${{ github.event.number }}).
+            [Test this pull request with WordPress Playground](https://playground.wordpress.net/wordpress.html?pr=${ issue_number }).
             `;
 
             github.rest.issues.createComment( commentInfo );
diff --git a/.github/workflows/test-build-processes.yml b/.github/workflows/test-build-processes.yml
index 20a6cb0b353a9..660cfdee81543 100644
--- a/.github/workflows/test-build-processes.yml
+++ b/.github/workflows/test-build-processes.yml
@@ -106,6 +106,28 @@ jobs:
       os: ${{ matrix.os }}
       directory: ${{ matrix.directory }}
 
+  # Uploads the PR number as an artifact for the Pull Request Commenting workflow to download and then
+  # leave a comment detailing how to test the PR within WordPress Playground.
+  playground-comment:
+    name: Leave WordPress Playground details
+    runs-on: ubuntu-latest
+    permissions:
+      actions: write
+    continue-on-error: true
+    needs: [ test-core-build-process, test-core-build-process-macos, test-gutenberg-build-process, test-gutenberg-build-process-macos ]
+    if: ${{ github.repository == 'WordPress/wordpress-develop' && github.event_name == 'pull_request' }}
+
+    steps:
+      - name: Save PR number
+        run: |
+          mkdir -p ./pr-number
+          echo ${{ github.event.number }} > ./pr-number/NR
+
+      - name: Upload PR number as artifact
+        uses: actions/upload-artifact@0b7f8abb1508181956e8e162db84b466c27e18ce # v3.1.2
+        with:
+          name: pr-number
+          path: pr-number/
 
   slack-notifications:
     name: Slack Notifications