diff --git a/.github/workflows/pulumi-cli-dev-version.yml b/.github/workflows/pulumi-cli-dev-version.yml
new file mode 100644
index 000000000000..9b0258880186
--- /dev/null
+++ b/.github/workflows/pulumi-cli-dev-version.yml
@@ -0,0 +1,56 @@
+env:
+  GITHUB_TOKEN: ${{ secrets.PULUMI_BOT_TOKEN }}
+
+name: Update latest-dev-version
+on:
+  repository_dispatch:
+    types:
+      - pulumi-cli-dev-version
+jobs:
+  pull-request:
+    runs-on: ubuntu-latest
+    needs: update-latest-dev-version
+    steps:
+      - name: checkout docs repo
+        uses: actions/checkout@v2
+      - name: pull-request
+        uses: repo-sync/pull-request@v2
+        with:
+          source_branch: "pulumi/${{ github.run_id }}-${{ github.run_number }}"
+          destination_branch: "master"
+          pr_title: "Regen dev version pulumi@${{ github.event.client_payload.dev_version}}"
+          pr_body: "Automated PR"
+          github_token: ${{ secrets.PULUMI_BOT_TOKEN }}
+  update-latest-dev-version:
+    runs-on: ubuntu-latest
+    steps:
+      - name: checkout docs repo
+        uses: actions/checkout@v2
+      - name: Update latest version
+        run: |
+          echo -n "${{ github.event.client_payload.dev_version }}" > ./static/latest-dev-version
+      - name: git status
+        run: git status && git diff
+      - name: commit changes
+        run: |
+          git config --local user.email "bot@pulumi.com"
+          git config --local user.name "pulumi-bot"
+          git checkout -b pulumi/${{ github.run_id }}-${{ github.run_number }}
+          git add static/latest-dev-version
+          git commit -m "Updating latest pulumi dev version@${{ github.event.client_payload.dev_version }}"
+          git push origin pulumi/${{ github.run_id }}-${{ github.run_number }}
+  notify:
+    if: failure()
+    name: Send slack notification
+    runs-on: ubuntu-latest
+    needs: [pull-request, update-latest-dev-version]
+    steps:
+      - name: Slack Notification
+        uses: docker://sholung/action-slack-notify:v2.3.0
+        env:
+          SLACK_CHANNEL: docs-ops
+          SLACK_COLOR: "#F54242"
+          SLACK_MESSAGE: "cli docs build failure in pulumi/docs repo :meow_sad:"
+          SLACK_USERNAME: docsbot
+          SLACK_WEBHOOK: ${{ secrets.SLACK_WEBHOOK_URL }}
+          SLACK_ICON: https://www.pulumi.com/logos/brand/avatar-on-white.png