diff --git a/packages/core/__tests__/cli/watch.test.ts b/packages/core/__tests__/cli/watch.test.ts
index d2a4bf37..c5fbd000 100644
--- a/packages/core/__tests__/cli/watch.test.ts
+++ b/packages/core/__tests__/cli/watch.test.ts
@@ -217,7 +217,9 @@ describe('CLI: watched typechecking', () => {
     await watch.terminate();
   });
 
-  test.skip('reports on errors introduced and cleared in a script with a .gts extension', async () => {
+  // TODO: Reinstate this; some reason this doesn't work when `--build` flag is omitted; specifically
+  // it will detect the change and recompile but doesn't see the error.
+  test.skip('reports on errors introduced and cleared in a script with a .gts extension (without --build)', async () => {
     project.setGlintConfig({ environment: 'ember-template-imports' });
 
     let code = stripIndent`
@@ -249,6 +251,38 @@ describe('CLI: watched typechecking', () => {
     await watch.terminate();
   });
 
+  test('reports on errors introduced and cleared in a script with a .gts extension (with --build)', async () => {
+    project.setGlintConfig({ environment: 'ember-template-imports' });
+
+    let code = stripIndent`
+      export default class MyClass {
+        private startupTime = new Date().toISOString();
+
+        public render(): void {
+          console.log(this.startupTime);
+        }
+      }
+    `;
+
+    project.write('index.gts', code);
+
+    let watch = project.checkWatch({ reject: true, build: true });
+    let output = await watch.awaitOutput('Watching for file changes.');
+    expect(output).toMatch('Found 0 errors.');
+
+    project.write('index.gts', code.replace('this.startupTime', 'this.startupTimee'));
+
+    output = await watch.awaitOutput('Watching for file changes.');
+    expect(output).toMatch('Found 1 error.');
+
+    project.write('index.gts', code);
+
+    output = await watch.awaitOutput('Watching for file changes.');
+    expect(output).toMatch('Found 0 errors.');
+
+    await watch.terminate();
+  });
+
   test.skip('reports correct diagnostics given @glint-expect-error and @glint-ignore directives', async () => {
     project.setGlintConfig({ environment: 'ember-loose' });
 
diff --git a/test-packages/test-utils/src/project.ts b/test-packages/test-utils/src/project.ts
index 1959aae6..c7af4dc0 100644
--- a/test-packages/test-utils/src/project.ts
+++ b/test-packages/test-utils/src/project.ts
@@ -323,8 +323,11 @@ export class Project {
     });
   }
 
-  public checkWatch(options: Options & { flags?: string[] } = {}): Watch {
+  public checkWatch(options: Options & { flags?: string[], build?: boolean } = {}): Watch {
     let flags = ['--watch', ...(options.flags ?? [])];
+    if (options.build) {
+      flags.unshift('--build');
+    }
     return new Watch(this.check({ ...options, flags, reject: false }));
   }