diff --git a/cspell.config.yaml b/cspell.config.yaml
index a1c4c7f0..676350fd 100644
--- a/cspell.config.yaml
+++ b/cspell.config.yaml
@@ -104,6 +104,7 @@ words:
   - vmcode
   - writeln
   - xcarchive
+  - xcarchives
   - xcframework
   - xcodebuild
   - xcodeproj
diff --git a/packages/shorebird_cli/lib/src/artifact_manager.dart b/packages/shorebird_cli/lib/src/artifact_manager.dart
index 85e6b98f..69e87cb4 100644
--- a/packages/shorebird_cli/lib/src/artifact_manager.dart
+++ b/packages/shorebird_cli/lib/src/artifact_manager.dart
@@ -282,6 +282,15 @@ class ArtifactManager {
     return archiveDirectory
         .listSync()
         .whereType<Directory>()
+        // Get the most recently modified xcarchive to handle cases where an app
+        // may produce multiple xcarchives with different names.
+        // This still could grab the wrong ipa, if multiple `flutter` commands
+        // are running in parallel or the clock is/was broken on the machine.
+        // If either of those occurs in the wild we can check the contents of
+        // the xcarchives, but this should be good enough for now.
+        .sorted(
+          (a, b) => b.statSync().modified.compareTo(a.statSync().modified),
+        )
         .firstWhereOrNull((directory) => directory.path.endsWith('.xcarchive'));
   }
 
diff --git a/packages/shorebird_cli/test/src/artifact_manager_test.dart b/packages/shorebird_cli/test/src/artifact_manager_test.dart
index 50941fdb..9e3e784d 100644
--- a/packages/shorebird_cli/test/src/artifact_manager_test.dart
+++ b/packages/shorebird_cli/test/src/artifact_manager_test.dart
@@ -593,6 +593,66 @@ void main() {
         });
       });
 
+      group(
+        'when multiple xcarchive directories exist',
+        () {
+          late Directory oldArchiveDirectory;
+          late Directory newArchiveDirectory;
+
+          setUp(() async {
+            oldArchiveDirectory = Directory(
+              p.join(
+                projectRoot.path,
+                'build',
+                'ios',
+                'archive',
+                'Runner.xcarchive',
+              ),
+            )..createSync(recursive: true);
+            // Wait to ensure the new archive directory is created after the old
+            // archive directory.
+            await Future<void>.delayed(const Duration(milliseconds: 50));
+            newArchiveDirectory = Directory(
+              p.join(
+                projectRoot.path,
+                'build',
+                'ios',
+                'archive',
+                'Runner2.xcarchive',
+              ),
+            )..createSync(recursive: true);
+          });
+
+          test('selects the most recently updated xcarchive', () async {
+            final firstResult = runWithOverrides(
+              () => artifactManager.getXcarchiveDirectory(),
+            );
+            // The new archive directory should be selected because it was created
+            // after the old archive directory.
+            expect(firstResult!.path, equals(newArchiveDirectory.path));
+
+            // Now recreate the old archive directory and ensure it is selected.
+            oldArchiveDirectory.deleteSync(recursive: true);
+            oldArchiveDirectory = Directory(
+              p.join(
+                projectRoot.path,
+                'build',
+                'ios',
+                'archive',
+                'Runner.xcarchive',
+              ),
+            )..createSync(recursive: true);
+            final secondResult = runWithOverrides(
+              () => artifactManager.getXcarchiveDirectory(),
+            );
+            expect(secondResult!.path, equals(oldArchiveDirectory.path));
+          });
+        },
+        onPlatform: {
+          'windows': const Skip('Flaky on Windows'),
+        },
+      );
+
       group('when archive directory does not exist', () {
         test('returns null', () {
           expect(