diff --git a/lib/core/updater/installers/update_install_utils.dart b/lib/core/updater/installers/update_install_utils.dart
index 56fb70d9..0eed0f0b 100644
--- a/lib/core/updater/installers/update_install_utils.dart
+++ b/lib/core/updater/installers/update_install_utils.dart
@@ -41,7 +41,20 @@ Future<void> extractZipSecurely({
       );
     }
 
-    if (entry.isFile) {
+    if (entry.isSymbolicLink) {
+      // The macOS bundle keeps its framework symlinks (`Versions/Current`);
+      // flattened to text files they fail `codesign --verify`.
+      final target = entry.symbolicLink!;
+      final resolved = p.normalize(p.join(p.dirname(targetPath), target));
+      if (p.isAbsolute(target) ||
+          !isArchiveExtractPathWithinRoot(root, resolved)) {
+        throw AppUpdaterException(
+          'Security violation: symlink "$name" points outside the archive',
+        );
+      }
+      await Directory(p.dirname(targetPath)).create(recursive: true);
+      await Link(targetPath).create(target);
+    } else if (entry.isFile) {
       final out = File(targetPath);
       await out.parent.create(recursive: true);
       final Uint8List bytes;
@@ -51,12 +64,28 @@ Future<void> extractZipSecurely({
         throw AppUpdaterException(error.message);
       }
       await out.writeAsBytes(bytes);
+      await _applyUnixPermissions(out, entry.unixPermissions);
     } else {
       await Directory(targetPath).create(recursive: true);
     }
   }
 }
 
+/// Restores the permission bits of an extracted file (POSIX only), so helper
+/// binaries in an update stay executable.
+Future<void> _applyUnixPermissions(File file, int permissions) async {
+  if (Platform.isWindows || permissions == 0) return;
+  final result = await Process.run('chmod', [
+    permissions.toRadixString(8),
+    file.path,
+  ]);
+  if (result.exitCode != 0) {
+    throw AppUpdaterException(
+      'Could not set permissions on ${p.basename(file.path)}: ${result.stderr}',
+    );
+  }
+}
+
 /// Finds the first `.AppImage` file inside [directory].
 Future<File?> findAppImageInDirectory(Directory directory) async {
   if (!await directory.exists()) return null;
diff --git a/test/core/updater/update_platform_installer_test.dart b/test/core/updater/update_platform_installer_test.dart
index 2e1253e4..bd41ef0f 100644
--- a/test/core/updater/update_platform_installer_test.dart
+++ b/test/core/updater/update_platform_installer_test.dart
@@ -1,4 +1,6 @@
+import 'dart:convert';
 import 'dart:io';
+import 'dart:typed_data';
 
 import 'package:archive/archive.dart';
 import 'package:flutter_test/flutter_test.dart';
@@ -225,6 +227,87 @@ void main() {
     });
   });
 
+  group('extractZipSecurely symlinks and permissions (#1765)', () {
+    // Like `ditto -c -k`: the target is the content, the mode says "symlink".
+    ArchiveFile symlinkEntry(String name, String target) {
+      final bytes = utf8.encode(target);
+      return ArchiveFile(name, bytes.length, bytes)..mode = 0xa1ff;
+    }
+
+    Future<Directory> tempDir() async {
+      final temp = await Directory.systemTemp.createTemp('querya_zip_test_');
+      addTearDown(() async {
+        if (await temp.exists()) await temp.delete(recursive: true);
+      });
+      return temp;
+    }
+
+    // The encoder always writes "made by MS-DOS"; `ditto` writes UNIX (3),
+    // which is what the decoder needs to treat an entry as a symlink.
+    List<int> asUnixZip(Archive archive) {
+      final bytes = Uint8List.fromList(ZipEncoder().encode(archive));
+      for (var i = 0; i + 5 < bytes.length; i++) {
+        if (bytes[i] == 0x50 &&
+            bytes[i + 1] == 0x4b &&
+            bytes[i + 2] == 0x01 &&
+            bytes[i + 3] == 0x02) {
+          bytes[i + 5] = 3;
+        }
+      }
+      return bytes;
+    }
+
+    test('keeps a symlink and the executable bit', () async {
+      final temp = await tempDir();
+      final archive = Archive()
+        ..addFile(ArchiveFile('App/bin/tool', 2, [1, 2])..mode = 0x1ed)
+        ..addFile(symlinkEntry('App/bin/current', 'tool'));
+      final zipFile = File(p.join(temp.path, 'ok.zip'));
+      await zipFile.writeAsBytes(asUnixZip(archive));
+      final out = Directory(p.join(temp.path, 'out'));
+
+      await extractZipSecurely(zipFile: zipFile, destinationDir: out);
+
+      final link = Link(p.join(out.path, 'App', 'bin', 'current'));
+      expect(await link.exists(), isTrue);
+      expect(await link.target(), 'tool');
+      final mode = File(p.join(out.path, 'App', 'bin', 'tool')).statSync().mode;
+      expect(mode & 0x40, isNot(0));
+    }, skip: Platform.isWindows);
+
+    test('rejects a symlink pointing outside the root', () async {
+      final temp = await tempDir();
+      final archive = Archive()
+        ..addFile(symlinkEntry('App/evil', '../../outside'));
+      final zipFile = File(p.join(temp.path, 'evil.zip'));
+      await zipFile.writeAsBytes(asUnixZip(archive));
+
+      expect(
+        () => extractZipSecurely(
+          zipFile: zipFile,
+          destinationDir: Directory(p.join(temp.path, 'out')),
+        ),
+        throwsA(isA<AppUpdaterException>()),
+      );
+    });
+
+    test('rejects an absolute symlink target', () async {
+      final temp = await tempDir();
+      final archive = Archive()
+        ..addFile(symlinkEntry('App/abs', '/etc/passwd'));
+      final zipFile = File(p.join(temp.path, 'abs.zip'));
+      await zipFile.writeAsBytes(asUnixZip(archive));
+
+      expect(
+        () => extractZipSecurely(
+          zipFile: zipFile,
+          destinationDir: Directory(p.join(temp.path, 'out')),
+        ),
+        throwsA(isA<AppUpdaterException>()),
+      );
+    });
+  });
+
   group('UpdatePlatformInstaller', () {
     test('blocks install on snap with package manager hint', () async {
       final installer = UpdatePlatformInstaller.forCurrentPlatform(