diff --git a/.jules/sentinel.md b/.jules/sentinel.md
new file mode 100644
index 0000000..b41e23b
--- /dev/null
+++ b/.jules/sentinel.md
@@ -0,0 +1,7 @@
+## 2026-06-03 - Hardening equality checks against timing-based length leakage
+
+**Vulnerability:** Equality checks using `timingSafeEqual` or simple loops were leaking the length of the secret because they either performed a length check first or only iterated up to the length of the provided input.
+
+**Learning:** `timingSafeEqual` requires both buffers to have the exact same length. If an application checks `left.length === right.length` before calling it, it leaks the secret's length. Even a constant-time loop that only iterates up to the length of one of the inputs can leak the length of the other.
+
+**Prevention:** To prevent length leakage, always hash both the expected secret and the user-provided input with a fixed-length hashing algorithm (like SHA-256) before performing a constant-time comparison on the resulting hashes. This ensures the comparison is always performed on buffers of the same, fixed length.
diff --git a/frontend/src/lib/middleware/auth.js b/frontend/src/lib/middleware/auth.js
index cbcba5a..e10d8a2 100644
--- a/frontend/src/lib/middleware/auth.js
+++ b/frontend/src/lib/middleware/auth.js
@@ -21,9 +21,9 @@ function hashSecret(secret) {
 }
 
 export function safeEqual(a = '', b = '') {
-  const left = Buffer.from(a);
-  const right = Buffer.from(b);
-  return left.length === right.length && timingSafeEqual(left, right);
+  const leftHash = createHash('sha256').update(String(a)).digest();
+  const rightHash = createHash('sha256').update(String(b)).digest();
+  return timingSafeEqual(leftHash, rightHash);
 }
 
 export function createSessionCookieValue() {
diff --git a/frontend/src/proxy.js b/frontend/src/proxy.js
index 6744eaf..2e57277 100644
--- a/frontend/src/proxy.js
+++ b/frontend/src/proxy.js
@@ -10,7 +10,7 @@ export async function proxy(request) {
   const sessionCookie = request.cookies.get(SESSION_COOKIE)?.value || '';
   if (secret && sessionCookie) {
     const expected = await hashSecret(secret);
-    if (safeEqualText(sessionCookie, expected)) return NextResponse.next();
+    if (await safeEqualText(sessionCookie, expected)) return NextResponse.next();
   }
 
   const loginUrl = request.nextUrl.clone();
@@ -34,11 +34,19 @@ async function hashSecret(secret) {
   return Array.from(new Uint8Array(digest), byte => byte.toString(16).padStart(2, '0')).join('');
 }
 
-function safeEqualText(a = '', b = '') {
-  if (a.length !== b.length) return false;
+async function safeEqualText(a = '', b = '') {
+  const aBytes = new TextEncoder().encode(String(a));
+  const bBytes = new TextEncoder().encode(String(b));
+  const [aHash, bHash] = await Promise.all([
+    crypto.subtle.digest('SHA-256', aBytes),
+    crypto.subtle.digest('SHA-256', bBytes),
+  ]);
+  const aArr = new Uint8Array(aHash);
+  const bArr = new Uint8Array(bHash);
+  if (aArr.length !== bArr.length) return false;
   let mismatch = 0;
-  for (let i = 0; i < a.length; i += 1) {
-    mismatch |= a.charCodeAt(i) ^ b.charCodeAt(i);
+  for (let i = 0; i < aArr.length; i++) {
+    mismatch |= aArr[i] ^ bArr[i];
   }
   return mismatch === 0;
 }