diff --git a/.github/workflows/canary.yml b/.github/workflows/canary.yml
index c321d6f9fd7..a291f68d3d8 100644
--- a/.github/workflows/canary.yml
+++ b/.github/workflows/canary.yml
@@ -55,6 +55,8 @@ jobs:
       - name: Install Chrome Canary
         id: browser
         run: node tools/download_chrome_canary.mjs $HOME/.cache/puppeteer/chrome-canary
+      - name: Apply Canary expectations
+        run: node tools/merge-canary-test-expectations.mjs
       - name: Run all tests (for non-Linux)
         if: ${{ matrix.os != 'ubuntu-latest' }}
         run: npm run test -- --shard '${{ matrix.shard }}' --test-suite ${{ matrix.suite }} --save-stats-to /tmp/artifacts/${{ github.event_name }}_INSERTID.json
diff --git a/test/CanaryTestExpectations.json b/test/CanaryTestExpectations.json
new file mode 100644
index 00000000000..4df2dc924ba
--- /dev/null
+++ b/test/CanaryTestExpectations.json
@@ -0,0 +1,16 @@
+[
+  {
+    "testIdPattern": "[pdf.spec] Page.pdf can print to PDF with outline",
+    "platforms": ["darwin", "linux", "win32"],
+    "parameters": ["chrome", "headful"],
+    "expectations": ["PASS"],
+    "comment": "fixed in canary"
+  },
+  {
+    "testIdPattern": "[pdf.spec] Page.pdf can print to PDF with outline",
+    "platforms": ["darwin", "linux", "win32"],
+    "parameters": ["chrome", "headless"],
+    "expectations": ["PASS"],
+    "comment": "fixed in canary"
+  }
+]
diff --git a/tools/merge-canary-test-expectations.mjs b/tools/merge-canary-test-expectations.mjs
new file mode 100644
index 00000000000..d79e43cf6dd
--- /dev/null
+++ b/tools/merge-canary-test-expectations.mjs
@@ -0,0 +1,20 @@
+/**
+ * @license
+ * Copyright 2024 Google Inc.
+ * SPDX-License-Identifier: Apache-2.0
+ */
+
+// Modifies test/TestExpectations.json in place.
+
+import fs from 'fs';
+
+const source = 'test/TestExpectations.json';
+const testExpectations = JSON.parse(fs.readFileSync(source, 'utf-8'));
+const canaryTestExpectations = JSON.parse(
+  fs.readFileSync('test/CanaryTestExpectations.json', 'utf-8')
+);
+
+fs.writeFileSync(
+  source,
+  JSON.stringify([...testExpectations, ...canaryTestExpectations], null, 2)
+);