diff --git a/web/src/lib/__tests__/keyboardFocus.test.ts b/web/src/lib/__tests__/keyboardFocus.test.ts
index 84f9273..2a6d476 100644
--- a/web/src/lib/__tests__/keyboardFocus.test.ts
+++ b/web/src/lib/__tests__/keyboardFocus.test.ts
@@ -11,8 +11,8 @@ import { isTextEntry, keyboard } from "@/lib/input/keyboard";
  * swallows a keystroke in the first place.
  */
 
-const pressFrom = (el: Element, key: string) => {
-  const e = new KeyboardEvent("keydown", { key, bubbles: true, cancelable: true });
+const pressFrom = (el: EventTarget, key: string, init?: KeyboardEventInit) => {
+  const e = new KeyboardEvent("keydown", { key, bubbles: true, cancelable: true, ...init });
   el.dispatchEvent(e);
   return e;
 };
@@ -92,3 +92,22 @@ describe("shortcuts with a checkbox focused", () => {
     expect(handler).not.toHaveBeenCalled();
   });
 });
+
+describe("shifted letter shortcuts", () => {
+  it("matches Shift+I and Shift+U bindings", () => {
+    const read = vi.fn();
+    const unread = vi.fn();
+    pop = keyboard.pushScope("test", [
+      { keys: "shift+i", description: "Mark as read", group: "Actions", handler: read },
+      { keys: "shift+u", description: "Mark as unread", group: "Actions", handler: unread },
+    ]);
+
+    const readEvent = pressFrom(window, "I", { shiftKey: true });
+    const unreadEvent = pressFrom(window, "U", { shiftKey: true });
+
+    expect(read).toHaveBeenCalledOnce();
+    expect(unread).toHaveBeenCalledOnce();
+    expect(readEvent.defaultPrevented).toBe(true);
+    expect(unreadEvent.defaultPrevented).toBe(true);
+  });
+});
diff --git a/web/src/lib/__tests__/keyboardKeyless.test.ts b/web/src/lib/__tests__/keyboardKeyless.test.ts
index d542a8f..41cd971 100644
--- a/web/src/lib/__tests__/keyboardKeyless.test.ts
+++ b/web/src/lib/__tests__/keyboardKeyless.test.ts
@@ -36,7 +36,7 @@ describe("a keydown with no key", () => {
 
   it("leaves real keys alone", () => {
     expect(comboOf(new KeyboardEvent("keydown", { key: "e" }))).toBe("e");
-    expect(comboOf(new KeyboardEvent("keydown", { key: "E", shiftKey: true }))).toBe("E");
+    expect(comboOf(new KeyboardEvent("keydown", { key: "E", shiftKey: true }))).toBe("shift+e");
     expect(comboOf(new KeyboardEvent("keydown", { key: "Enter", ctrlKey: true }))).toMatch(/enter$/);
   });
 });
diff --git a/web/src/lib/input/keyboard.ts b/web/src/lib/input/keyboard.ts
index aa81f53..d8b87a6 100644
--- a/web/src/lib/input/keyboard.ts
+++ b/web/src/lib/input/keyboard.ts
@@ -145,13 +145,14 @@ export function comboOf(e: KeyboardEvent): string | null {
   const mod = isMac ? e.metaKey : e.ctrlKey;
   if (mod) parts.push("mod");
   if (e.altKey) parts.push("alt");
-  if (e.shiftKey && key.length > 1) parts.push("shift");
+  const shiftedLetter = e.shiftKey && /^[a-z]$/i.test(key);
+  if (e.shiftKey && (key.length > 1 || shiftedLetter)) parts.push("shift");
   let k = key;
   if (k === " ") k = "space";
   else if (k === "Escape") k = "esc";
   else if (k.length === 1) {
-    // Single chars: shift is encoded by the character itself (e.g. "#", "!").
-    k = k.length === 1 && !e.shiftKey ? k.toLowerCase() : k;
+    // Symbols encode Shift in the character itself (e.g. "#", "!").
+    k = shiftedLetter || !e.shiftKey ? k.toLowerCase() : k;
   } else k = k.toLowerCase();
   parts.push(k);
   return parts.join("+");