diff --git a/script/tool/CHANGELOG.md b/script/tool/CHANGELOG.md
index 9db94dd..17b2892 100644
--- a/script/tool/CHANGELOG.md
+++ b/script/tool/CHANGELOG.md
@@ -1,3 +1,7 @@
+## NEXT
+
+- Improved `license-check` output.
+
 ## 0.4.0
 
 - Modified the output format of many commands
diff --git a/script/tool/lib/src/license_check_command.dart b/script/tool/lib/src/license_check_command.dart
index 093f814..e68585c 100644
--- a/script/tool/lib/src/license_check_command.dart
+++ b/script/tool/lib/src/license_check_command.dart
@@ -107,21 +107,65 @@
 
   @override
   Future<void> run() async {
-    final Iterable<File> codeFiles = (await _getAllFiles()).where((File file) =>
+    final Iterable<File> allFiles = await _getAllFiles();
+
+    final Iterable<File> codeFiles = allFiles.where((File file) =>
         _codeFileExtensions.contains(p.extension(file.path)) &&
         !_shouldIgnoreFile(file));
-    final Iterable<File> firstPartyLicenseFiles = (await _getAllFiles()).where(
-        (File file) =>
-            path.basename(file.basename) == 'LICENSE' && !_isThirdParty(file));
+    final Iterable<File> firstPartyLicenseFiles = allFiles.where((File file) =>
+        path.basename(file.basename) == 'LICENSE' && !_isThirdParty(file));
 
-    final bool copyrightCheckSucceeded = await _checkCodeLicenses(codeFiles);
-    print('\n=======================================\n');
-    final bool licenseCheckSucceeded =
+    final List<File> licenseFileFailures =
         await _checkLicenseFiles(firstPartyLicenseFiles);
+    final Map<_LicenseFailureType, List<File>> codeFileFailures =
+        await _checkCodeLicenses(codeFiles);
 
-    if (!copyrightCheckSucceeded || !licenseCheckSucceeded) {
+    bool passed = true;
+
+    print('\n=======================================\n');
+
+    if (licenseFileFailures.isNotEmpty) {
+      passed = false;
+      printError(
+          'The following LICENSE files do not follow the expected format:');
+      for (final File file in licenseFileFailures) {
+        printError('  ${file.path}');
+      }
+      printError('Please ensure that they use the exact format used in this '
+          'repository".\n');
+    }
+
+    if (codeFileFailures[_LicenseFailureType.incorrectFirstParty]!.isNotEmpty) {
+      passed = false;
+      printError('The license block for these files is missing or incorrect:');
+      for (final File file
+          in codeFileFailures[_LicenseFailureType.incorrectFirstParty]!) {
+        printError('  ${file.path}');
+      }
+      printError(
+          'If this third-party code, move it to a "third_party/" directory, '
+          'otherwise ensure that you are using the exact copyright and license '
+          'text used by all first-party files in this repository.\n');
+    }
+
+    if (codeFileFailures[_LicenseFailureType.unknownThirdParty]!.isNotEmpty) {
+      passed = false;
+      printError(
+          'No recognized license was found for the following third-party files:');
+      for (final File file
+          in codeFileFailures[_LicenseFailureType.unknownThirdParty]!) {
+        printError('  ${file.path}');
+      }
+      print('Please check that they have a license at the top of the file. '
+          'If they do, the license check needs to be updated to recognize '
+          'the new third-party license block.\n');
+    }
+
+    if (!passed) {
       throw ToolExit(1);
     }
+
+    printSuccess('All files passed validation!');
   }
 
   // Creates the expected copyright+license block for first-party code.
@@ -135,9 +179,10 @@
         '${comment}found in the LICENSE file.$suffix\n';
   }
 
-  // Checks all license blocks for [codeFiles], returning false if any of them
-  // fail validation.
-  Future<bool> _checkCodeLicenses(Iterable<File> codeFiles) async {
+  /// Checks all license blocks for [codeFiles], returning any that fail
+  /// validation.
+  Future<Map<_LicenseFailureType, List<File>>> _checkCodeLicenses(
+      Iterable<File> codeFiles) async {
     final List<File> incorrectFirstPartyFiles = <File>[];
     final List<File> unrecognizedThirdPartyFiles = <File>[];
 
@@ -171,7 +216,6 @@
         }
       }
     }
-    print('\n');
 
     // Sort by path for more usable output.
     final int Function(File, File) pathCompare =
@@ -179,38 +223,14 @@
     incorrectFirstPartyFiles.sort(pathCompare);
     unrecognizedThirdPartyFiles.sort(pathCompare);
 
-    if (incorrectFirstPartyFiles.isNotEmpty) {
-      print('The license block for these files is missing or incorrect:');
-      for (final File file in incorrectFirstPartyFiles) {
-        print('  ${file.path}');
-      }
-      print('If this third-party code, move it to a "third_party/" directory, '
-          'otherwise ensure that you are using the exact copyright and license '
-          'text used by all first-party files in this repository.\n');
-    }
-
-    if (unrecognizedThirdPartyFiles.isNotEmpty) {
-      print(
-          'No recognized license was found for the following third-party files:');
-      for (final File file in unrecognizedThirdPartyFiles) {
-        print('  ${file.path}');
-      }
-      print('Please check that they have a license at the top of the file. '
-          'If they do, the license check needs to be updated to recognize '
-          'the new third-party license block.\n');
-    }
-
-    final bool succeeded =
-        incorrectFirstPartyFiles.isEmpty && unrecognizedThirdPartyFiles.isEmpty;
-    if (succeeded) {
-      print('All source files passed validation!');
-    }
-    return succeeded;
+    return <_LicenseFailureType, List<File>>{
+      _LicenseFailureType.incorrectFirstParty: incorrectFirstPartyFiles,
+      _LicenseFailureType.unknownThirdParty: unrecognizedThirdPartyFiles,
+    };
   }
 
-  // Checks all provide LICENSE files, returning false if any of them
-  // fail validation.
-  Future<bool> _checkLicenseFiles(Iterable<File> files) async {
+  /// Checks all provided LICENSE [files], returning any that fail validation.
+  Future<List<File>> _checkLicenseFiles(Iterable<File> files) async {
     final List<File> incorrectLicenseFiles = <File>[];
 
     for (final File file in files) {
@@ -219,22 +239,8 @@
         incorrectLicenseFiles.add(file);
       }
     }
-    print('\n');
 
-    if (incorrectLicenseFiles.isNotEmpty) {
-      print('The following LICENSE files do not follow the expected format:');
-      for (final File file in incorrectLicenseFiles) {
-        print('  ${file.path}');
-      }
-      print(
-          'Please ensure that they use the exact format used in this repository".\n');
-    }
-
-    final bool succeeded = incorrectLicenseFiles.isEmpty;
-    if (succeeded) {
-      print('All LICENSE files passed validation!');
-    }
-    return succeeded;
+    return incorrectLicenseFiles;
   }
 
   bool _shouldIgnoreFile(File file) {
@@ -255,3 +261,5 @@
       .map((FileSystemEntity file) => file as File)
       .toList();
 }
+
+enum _LicenseFailureType { incorrectFirstParty, unknownThirdParty }
diff --git a/script/tool/test/license_check_command_test.dart b/script/tool/test/license_check_command_test.dart
index 64adc92..288cf46 100644
--- a/script/tool/test/license_check_command_test.dart
+++ b/script/tool/test/license_check_command_test.dart
@@ -131,8 +131,12 @@
           await runCapturingPrint(runner, <String>['license-check']);
 
       // Sanity check that the test did actually check a file.
-      expect(output, contains('Checking checked.cc'));
-      expect(output, contains('All source files passed validation!'));
+      expect(
+          output,
+          containsAllInOrder(<Matcher>[
+            contains('Checking checked.cc'),
+            contains('All files passed validation!'),
+          ]));
     });
 
     test('handles the comment styles for all supported languages', () async {
@@ -150,10 +154,14 @@
           await runCapturingPrint(runner, <String>['license-check']);
 
       // Sanity check that the test did actually check the files.
-      expect(output, contains('Checking file_a.cc'));
-      expect(output, contains('Checking file_b.sh'));
-      expect(output, contains('Checking file_c.html'));
-      expect(output, contains('All source files passed validation!'));
+      expect(
+          output,
+          containsAllInOrder(<Matcher>[
+            contains('Checking file_a.cc'),
+            contains('Checking file_b.sh'),
+            contains('Checking file_c.html'),
+            contains('All files passed validation!'),
+          ]));
     });
 
     test('fails if any checked files are missing license blocks', () async {
@@ -176,12 +184,14 @@
       // Failure should give information about the problematic files.
       expect(
           output,
-          contains(
-              'The license block for these files is missing or incorrect:'));
-      expect(output, contains('  bad.cc'));
-      expect(output, contains('  bad.h'));
+          containsAllInOrder(<Matcher>[
+            contains(
+                'The license block for these files is missing or incorrect:'),
+            contains('  bad.cc'),
+            contains('  bad.h'),
+          ]));
       // Failure shouldn't print the success message.
-      expect(output, isNot(contains('All source files passed validation!')));
+      expect(output, isNot(contains(contains('All files passed validation!'))));
     });
 
     test('fails if any checked files are missing just the copyright', () async {
@@ -202,11 +212,13 @@
       // Failure should give information about the problematic files.
       expect(
           output,
-          contains(
-              'The license block for these files is missing or incorrect:'));
-      expect(output, contains('  bad.cc'));
+          containsAllInOrder(<Matcher>[
+            contains(
+                'The license block for these files is missing or incorrect:'),
+            contains('  bad.cc'),
+          ]));
       // Failure shouldn't print the success message.
-      expect(output, isNot(contains('All source files passed validation!')));
+      expect(output, isNot(contains(contains('All files passed validation!'))));
     });
 
     test('fails if any checked files are missing just the license', () async {
@@ -227,11 +239,13 @@
       // Failure should give information about the problematic files.
       expect(
           output,
-          contains(
-              'The license block for these files is missing or incorrect:'));
-      expect(output, contains('  bad.cc'));
+          containsAllInOrder(<Matcher>[
+            contains(
+                'The license block for these files is missing or incorrect:'),
+            contains('  bad.cc'),
+          ]));
       // Failure shouldn't print the success message.
-      expect(output, isNot(contains('All source files passed validation!')));
+      expect(output, isNot(contains(contains('All files passed validation!'))));
     });
 
     test('fails if any third-party code is not in a third_party directory',
@@ -250,11 +264,13 @@
       // Failure should give information about the problematic files.
       expect(
           output,
-          contains(
-              'The license block for these files is missing or incorrect:'));
-      expect(output, contains('  third_party.cc'));
+          containsAllInOrder(<Matcher>[
+            contains(
+                'The license block for these files is missing or incorrect:'),
+            contains('  third_party.cc'),
+          ]));
       // Failure shouldn't print the success message.
-      expect(output, isNot(contains('All source files passed validation!')));
+      expect(output, isNot(contains(contains('All files passed validation!'))));
     });
 
     test('succeeds for third-party code in a third_party directory', () async {
@@ -276,8 +292,12 @@
           await runCapturingPrint(runner, <String>['license-check']);
 
       // Sanity check that the test did actually check the file.
-      expect(output, contains('Checking a_plugin/lib/src/third_party/file.cc'));
-      expect(output, contains('All source files passed validation!'));
+      expect(
+          output,
+          containsAllInOrder(<Matcher>[
+            contains('Checking a_plugin/lib/src/third_party/file.cc'),
+            contains('All files passed validation!'),
+          ]));
     });
 
     test('allows first-party code in a third_party directory', () async {
@@ -294,9 +314,12 @@
           await runCapturingPrint(runner, <String>['license-check']);
 
       // Sanity check that the test did actually check the file.
-      expect(output,
-          contains('Checking a_plugin/lib/src/third_party/first_party.cc'));
-      expect(output, contains('All source files passed validation!'));
+      expect(
+          output,
+          containsAllInOrder(<Matcher>[
+            contains('Checking a_plugin/lib/src/third_party/first_party.cc'),
+            contains('All files passed validation!'),
+          ]));
     });
 
     test('fails for licenses that the tool does not expect', () async {
@@ -320,11 +343,13 @@
       // Failure should give information about the problematic files.
       expect(
           output,
-          contains(
-              'No recognized license was found for the following third-party files:'));
-      expect(output, contains('  third_party/bad.cc'));
+          containsAllInOrder(<Matcher>[
+            contains(
+                'No recognized license was found for the following third-party files:'),
+            contains('  third_party/bad.cc'),
+          ]));
       // Failure shouldn't print the success message.
-      expect(output, isNot(contains('All source files passed validation!')));
+      expect(output, isNot(contains(contains('All files passed validation!'))));
     });
 
     test('Apache is not recognized for new authors without validation changes',
@@ -353,11 +378,13 @@
       // Failure should give information about the problematic files.
       expect(
           output,
-          contains(
-              'No recognized license was found for the following third-party files:'));
-      expect(output, contains('  third_party/bad.cc'));
+          containsAllInOrder(<Matcher>[
+            contains(
+                'No recognized license was found for the following third-party files:'),
+            contains('  third_party/bad.cc'),
+          ]));
       // Failure shouldn't print the success message.
-      expect(output, isNot(contains('All source files passed validation!')));
+      expect(output, isNot(contains(contains('All files passed validation!'))));
     });
 
     test('passes if all first-party LICENSE files are correctly formatted',
@@ -370,8 +397,12 @@
           await runCapturingPrint(runner, <String>['license-check']);
 
       // Sanity check that the test did actually check the file.
-      expect(output, contains('Checking LICENSE'));
-      expect(output, contains('All LICENSE files passed validation!'));
+      expect(
+          output,
+          containsAllInOrder(<Matcher>[
+            contains('Checking LICENSE'),
+            contains('All files passed validation!'),
+          ]));
     });
 
     test('fails if any first-party LICENSE files are incorrectly formatted',
@@ -387,7 +418,7 @@
       });
 
       expect(commandError, isA<ToolExit>());
-      expect(output, isNot(contains('All LICENSE files passed validation!')));
+      expect(output, isNot(contains(contains('All files passed validation!'))));
     });
 
     test('ignores third-party LICENSE format', () async {
@@ -400,8 +431,42 @@
           await runCapturingPrint(runner, <String>['license-check']);
 
       // The file shouldn't be checked.
-      expect(output, isNot(contains('Checking third_party/LICENSE')));
-      expect(output, contains('All LICENSE files passed validation!'));
+      expect(output, isNot(contains(contains('Checking third_party/LICENSE'))));
+    });
+
+    test('outputs all errors at the end', () async {
+      root.childFile('bad.cc').createSync();
+      root
+          .childDirectory('third_party')
+          .childFile('bad.cc')
+          .createSync(recursive: true);
+      final File license = root.childFile('LICENSE');
+      license.createSync();
+      license.writeAsStringSync(_incorrectLicenseFileText);
+
+      Error? commandError;
+      final List<String> output = await runCapturingPrint(
+          runner, <String>['license-check'], errorHandler: (Error e) {
+        commandError = e;
+      });
+
+      expect(commandError, isA<ToolExit>());
+      expect(
+          output,
+          containsAllInOrder(<Matcher>[
+            contains('Checking LICENSE'),
+            contains('Checking bad.cc'),
+            contains('Checking third_party/bad.cc'),
+            contains(
+                'The following LICENSE files do not follow the expected format:'),
+            contains('  LICENSE'),
+            contains(
+                'The license block for these files is missing or incorrect:'),
+            contains('  bad.cc'),
+            contains(
+                'No recognized license was found for the following third-party files:'),
+            contains('  third_party/bad.cc'),
+          ]));
     });
   });
 }