diff --git a/devtools/visual-testing/packages/test-helpers/package.json b/devtools/visual-testing/packages/test-helpers/package.json
index 08e96ef86..4f6273ade 100644
--- a/devtools/visual-testing/packages/test-helpers/package.json
+++ b/devtools/visual-testing/packages/test-helpers/package.json
@@ -22,5 +22,8 @@
   },
   "devDependencies": {
     "eslint_d": "^14.3.0"
+  },
+  "dependencies": {
+    "@superdoc-testing/harness": "workspace:*"
   }
 }
diff --git a/devtools/visual-testing/tests/interactions/stories/formatting/apply-font.ts b/devtools/visual-testing/tests/interactions/stories/formatting/apply-font.ts
new file mode 100644
index 000000000..b210b450f
--- /dev/null
+++ b/devtools/visual-testing/tests/interactions/stories/formatting/apply-font.ts
@@ -0,0 +1,28 @@
+import { defineStory } from '@superdoc-testing/helpers';
+
+const WAIT_MS = 300;
+const START_DOC = 'other/sd-1778-apply-font.docx';
+const FONT_NAME = 'Courier New';
+
+export default defineStory({
+  name: 'apply-font',
+  description: 'Select all content and apply the Courier New font.',
+  tickets: ['SD-1778'],
+  startDocument: START_DOC,
+  layout: true,
+  toolbar: 'full',
+  waitForFonts: true,
+
+  async run(_, helpers): Promise<void> {
+    const { selectAll, focus, executeCommand, waitForStable, milestone } = helpers;
+    await waitForStable(WAIT_MS);
+    await focus();
+
+    await selectAll();
+
+    await waitForStable(WAIT_MS);
+    await executeCommand('setFontFamily', FONT_NAME);
+    await waitForStable(WAIT_MS);
+    await milestone('font-applied', `Applied ${FONT_NAME} to document.`);
+  },
+});
diff --git a/packages/super-editor/src/extensions/run/calculateInlineRunPropertiesPlugin.test.js b/packages/super-editor/src/extensions/run/calculateInlineRunPropertiesPlugin.test.js
index c613edaf3..24a444090 100644
--- a/packages/super-editor/src/extensions/run/calculateInlineRunPropertiesPlugin.test.js
+++ b/packages/super-editor/src/extensions/run/calculateInlineRunPropertiesPlugin.test.js
@@ -53,6 +53,11 @@ const makeSchema = () =>
           instruction: { default: null },
         },
       },
+      bookmarkStart: {
+        inline: true,
+        group: 'inline',
+        content: 'inline*',
+      },
       text: { group: 'inline' },
     },
     marks: {
@@ -210,6 +215,25 @@ describe('calculateInlineRunPropertiesPlugin', () => {
     expect(paragraph.attrs.paragraphProperties).toEqual({ runProperties: { bold: true } });
   });
 
+  it('treats the first run inside inline wrappers as the paragraph first run', () => {
+    const schema = makeSchema();
+    const doc = schema.node('doc', null, [
+      schema.node('paragraph', null, [
+        schema.node('bookmarkStart', null, [schema.node('run', null, schema.text('Wrapped'))]),
+      ]),
+    ]);
+    const state = createState(schema, doc);
+    const [wrappedRunPos] = runPositions(state.doc);
+    const from = wrappedRunPos + 1;
+    const to = wrappedRunPos + 3;
+
+    const tr = state.tr.addMark(from, to, schema.marks.bold.create());
+    const { state: nextState } = state.applyTransaction(tr);
+
+    const paragraph = nextState.doc.firstChild;
+    expect(paragraph.attrs.paragraphProperties).toEqual({ runProperties: { bold: true } });
+  });
+
   it('does not update paragraph runProperties when a non-first run changes', () => {
     const schema = makeSchema();
     const doc = schema.node('doc', null, [