diff --git a/.github/workflows/nightly.yml b/.github/workflows/nightly.yml
index 8c6b44a65..2af1483c0 100644
--- a/.github/workflows/nightly.yml
+++ b/.github/workflows/nightly.yml
@@ -162,6 +162,9 @@ jobs:
       - name: Install dependencies
         run: pnpm install --frozen-lockfile
 
+      - name: Generate web API bindings
+        run: pnpm --dir src/web-ui run gen:types
+
       - name: Type-check web UI
         run: pnpm run type-check:web
 
diff --git a/scripts/check-github-config.test.mjs b/scripts/check-github-config.test.mjs
index b694ec6c3..ab36b67a7 100644
--- a/scripts/check-github-config.test.mjs
+++ b/scripts/check-github-config.test.mjs
@@ -276,6 +276,31 @@ test('keeps Rust CI independent, restore-only on PRs, and target-focused', () =>
   );
 });
 
+test('generates web API bindings before nightly web type-check', () => {
+  const workflow = yaml.parse(
+    readFileSync(path.join(repoRoot, '.github/workflows/nightly.yml'), 'utf8'),
+  );
+  const packageJob = workflow.jobs.package;
+  const steps = packageJob.steps;
+  const generationIndex = steps.findIndex(
+    (step) => step.name === 'Generate web API bindings',
+  );
+  const typeCheckIndex = steps.findIndex(
+    (step) => step.name === 'Type-check web UI',
+  );
+
+  assert.notEqual(generationIndex, -1);
+  assert.notEqual(typeCheckIndex, -1);
+  assert.equal(
+    steps[generationIndex].run,
+    'pnpm --dir src/web-ui run gen:types',
+  );
+  assert.ok(
+    generationIndex < typeCheckIndex,
+    'nightly must generate web API bindings before type-checking the web UI',
+  );
+});
+
 test('passes the verification key when signing the versioned Windows installer', () => {
   const workflow = yaml.parse(
     readFileSync(