diff --git a/tools/dart/dart_autoroller.py b/tools/dart/dart_autoroller.py
index ee17c6ede6d..0f460879bd8 100644
--- a/tools/dart/dart_autoroller.py
+++ b/tools/dart/dart_autoroller.py
@@ -352,7 +352,7 @@ def main():
       most_recent_commit = args.dart_sdk_revision
     else:
       # Get the most recent commit that is a reasonable candidate.
-      most_recent_commit = get_most_recent_green_build(success_threshold=0.9)
+      most_recent_commit = get_most_recent_green_build(success_threshold=1.0)
     if args.skip_tests:
       dart_roll_helper_args.append('--no-test')
     if args.skip_build:
diff --git a/tools/dart/dart_buildbot_helper.py b/tools/dart/dart_buildbot_helper.py
index 36587080135..5099fb5e689 100644
--- a/tools/dart/dart_buildbot_helper.py
+++ b/tools/dart/dart_buildbot_helper.py
@@ -48,6 +48,8 @@ class BuildStatus:
       return True
     except KeyError:
       return False
+    except TypeError:
+      return False
 
 
   def is_completed(self):
@@ -159,7 +161,7 @@ def get_most_recent_green_build(success_threshold=0.95):
 
     # Ignore revisions that returned bad state. This could be due to the bots
     # being purple or some other infrastructure issues.
-    valid_states = bool(reduce(lambda x, prev: x.is_valid_status() and prev, commit_states))
+    valid_states = bool(reduce(lambda x, y: x and y.is_valid_status(), commit_states))
     if not valid_states:
       continue
 
diff --git a/tools/dart/dart_roll_helper.py b/tools/dart/dart_roll_helper.py
index 91d80fe15e8..11592b3aec3 100644
--- a/tools/dart/dart_roll_helper.py
+++ b/tools/dart/dart_roll_helper.py
@@ -198,12 +198,25 @@ def update_licenses():
     print_error('Unknown license script error: {}. Aborting roll.'
                 .format(result))
     sys.exit(ERROR_LICENSE_SCRIPT_FAILED)
+
   # Ignore 'licenses_skia' as they shouldn't change during a Dart SDK roll.
   src_files = ['licenses_flutter', 'licenses_third_party', 'tool_signature']
   for f in src_files:
     path = os.path.join(license_script_output_path(), f)
     if os.path.isfile(path):
       shutil.copy(path, engine_golden_licenses_path())
+  p = subprocess.Popen(['pub', 'get'], cwd=engine_license_script_package_path())
+  p.wait()
+  gclient_sync()
+
+  # Update the LICENSE file.
+  with open(sky_license_file_path(), 'w') as sky_license:
+    p = subprocess.Popen(['dart', os.path.join('lib', 'main.dart'),
+                          '--release', '--src', ENGINE_HOME,
+                          '--out', engine_license_script_output_path()],
+                          cwd=engine_license_script_package_path(),
+                          stdout=sky_license)
+    p.wait()
 
 
 def get_commit_range(start, finish):
diff --git a/tools/dart/dart_roll_utils.py b/tools/dart/dart_roll_utils.py
index 7e72d6abd8f..31c79ccd767 100644
--- a/tools/dart/dart_roll_utils.py
+++ b/tools/dart/dart_roll_utils.py
@@ -66,6 +66,18 @@ def engine_license_script_path():
   return os.path.join(ENGINE_HOME, 'flutter', 'ci', 'licenses.sh')
 
 
+def engine_license_script_dart_path():
+  return os.path.join(engine_license_script_package_path(), 'lib', 'main.dart')
+
+
+def engine_license_script_package_path():
+  return os.path.join(ENGINE_HOME, 'flutter', 'tools', 'licenses')
+
+
+def engine_license_script_output_path():
+  return os.path.join(ENGINE_HOME, 'out', 'licenses')
+
+
 def engine_flutter_path():
   return os.path.join(ENGINE_HOME, 'flutter')
 
@@ -86,6 +98,10 @@ def package_flutter_path():
   return os.path.join(FLUTTER_HOME, 'packages', 'flutter')
 
 
+def sky_license_file_path():
+  return os.path.join(ENGINE_HOME, 'flutter', 'sky', 'packages', 'sky_engine', 'LICENSE')
+
+
 def update_dart_deps_path():
   return os.path.join(ENGINE_HOME, 'tools', 'dart', 'create_updated_flutter_deps.py')