diff --git a/.github/workflows/deno.yml b/.github/workflows/deno.yml
index 6b1febd19..3600856e5 100644
--- a/.github/workflows/deno.yml
+++ b/.github/workflows/deno.yml
@@ -141,6 +141,29 @@ jobs:
           name: jumble-artifacts
           path: ./toolshed/jumble-frontend
 
+      # NOTE(jake): We need to upload the frontend artifacts to R2, to enable
+      # localhost:8000 toolshed proxying of jumble.
+      - name: 📤 Upload frontend artifacts to R2 /jumble/latest
+        uses: ryand56/r2-upload-action@v1.4
+        if: github.ref == 'refs/heads/main'
+        with:
+          r2-account-id: ${{ secrets.R2_ACCOUNT_ID }}
+          r2-access-key-id: ${{ secrets.R2_ACCESS_KEY_ID }}
+          r2-secret-access-key: ${{ secrets.R2_SECRET_ACCESS_KEY }}
+          r2-bucket: ${{ secrets.R2_BUCKET }}
+          source-dir: ./toolshed/jumble-frontend
+          destination-dir: jumble/latest
+
+      - name: 📤 Upload backend artifacts to R2 /jumble/${{ github.sha }}
+        uses: ryand56/r2-upload-action@v1.4
+        with:
+          r2-account-id: ${{ secrets.R2_ACCOUNT_ID }}
+          r2-access-key-id: ${{ secrets.R2_ACCESS_KEY_ID }}
+          r2-secret-access-key: ${{ secrets.R2_SECRET_ACCESS_KEY }}
+          r2-bucket: ${{ secrets.R2_BUCKET }}
+          source-dir: ./toolshed/jumble-frontend
+          destination-dir: jumble/${{ github.sha }}
+
       - name: 🔐 Process & sign binaries
         if: github.ref == 'refs/heads/main'
         run: |