diff --git a/useragent/lib/features/connection/auth.dart b/useragent/lib/features/connection/auth.dart
index cd512d7..8cd39ee 100644
--- a/useragent/lib/features/connection/auth.dart
+++ b/useragent/lib/features/connection/auth.dart
@@ -4,6 +4,7 @@ import 'dart:convert';
 import 'package:arbiter/features/connection/connection.dart';
 import 'package:arbiter/features/connection/server_info_storage.dart';
 import 'package:arbiter/features/identity/pk_manager.dart';
+import 'package:crypto/crypto.dart';
 import 'package:arbiter/proto/arbiter.pbgrpc.dart';
 import 'package:arbiter/proto/user_agent/auth.pb.dart' as ua_auth;
 import 'package:arbiter/proto/user_agent.pb.dart';
@@ -45,6 +46,18 @@ class ConnectionException implements Exception {
   String toString() => message;
 }
 
+String certificateFingerprintHex(List<int> derBytes) {
+  return sha256.convert(derBytes).toString();
+}
+
+bool isPinnedServerCertificate({
+  required String expectedFingerprint,
+  required List<int> certificateDer,
+}) {
+  return certificateFingerprintHex(certificateDer) ==
+      expectedFingerprint.toLowerCase();
+}
+
 Future<Connection> connectAndAuthorize(
   StoredServerInfo serverInfo,
   KeyHandle key, {
@@ -155,7 +168,12 @@ Future<Connection> _connect(StoredServerInfo serverInfo) async {
       connectTimeout: const Duration(seconds: 10),
       credentials: ChannelCredentials.secure(
         onBadCertificate: (cert, host) {
-          return true;
+          final isExpectedHost = host == serverInfo.address;
+          final isPinnedCert = isPinnedServerCertificate(
+            expectedFingerprint: serverInfo.caCertFingerprint,
+            certificateDer: cert.der,
+          );
+          return isExpectedHost && isPinnedCert;
         },
       ),
     ),
diff --git a/useragent/test/features/connection/auth_tls_validation_test.dart b/useragent/test/features/connection/auth_tls_validation_test.dart
new file mode 100644
index 0000000..f4eea5f
--- /dev/null
+++ b/useragent/test/features/connection/auth_tls_validation_test.dart
@@ -0,0 +1,35 @@
+import 'package:arbiter/features/connection/auth.dart';
+import 'package:flutter_test/flutter_test.dart';
+
+void main() {
+  group('certificate pinning helpers', () {
+    test('certificateFingerprintHex returns SHA-256 in hex', () {
+      final fingerprint = certificateFingerprintHex('abc'.codeUnits);
+
+      expect(
+        fingerprint,
+        'ba7816bf8f01cfea414140de5dae2223b00361a396177a9cb410ff61f20015ad',
+      );
+    });
+
+    test('isPinnedServerCertificate matches expected fingerprint', () {
+      final matches = isPinnedServerCertificate(
+        expectedFingerprint:
+            'BA7816BF8F01CFEA414140DE5DAE2223B00361A396177A9CB410FF61F20015AD',
+        certificateDer: 'abc'.codeUnits,
+      );
+
+      expect(matches, isTrue);
+    });
+
+    test('isPinnedServerCertificate rejects mismatched fingerprint', () {
+      final matches = isPinnedServerCertificate(
+        expectedFingerprint:
+            'aaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaa',
+        certificateDer: 'abc'.codeUnits,
+      );
+
+      expect(matches, isFalse);
+    });
+  });
+}