diff --git a/Library/.rubocop.yml b/Library/.rubocop.yml
index 4ef9d38704..351a9f71b7 100644
--- a/Library/.rubocop.yml
+++ b/Library/.rubocop.yml
@@ -110,7 +110,10 @@ Style/GuardClause:
 Style/HashSyntax:
   EnforcedStyle: hash_rockets
   Exclude:
-  - '**/cmd/*.rb'
+  - '**/Guardfile'
+  - '**/cmd/**/*.rb'
+  - '**/lib/**/*.rb'
+  - '**/spec/**/*.rb'
 
 # ruby style guide favorite
 Style/StringLiterals:
diff --git a/Library/.rubocop_rspec.yml b/Library/.rubocop_rspec.yml
new file mode 100644
index 0000000000..28ff7872e2
--- /dev/null
+++ b/Library/.rubocop_rspec.yml
@@ -0,0 +1,22 @@
+inherit_from: ./.rubocop.yml
+
+NewFormulaAudit:
+  Enabled: true
+
+# TODO: try to enable these
+RSpec/AnyInstance:
+  Enabled: false
+RSpec/ContextWording:
+  Enabled: false
+RSpec/DescribeClass:
+  Enabled: false
+RSpec/ExampleLength:
+  Enabled: false
+RSpec/MessageSpies:
+  Enabled: false
+
+# TODO: try to reduce these
+RSpec/MultipleExpectations:
+  Max: 26
+RSpec/NestedGroups:
+  Max: 5
diff --git a/Library/Homebrew/.rubocop.yml b/Library/Homebrew/.rubocop.yml
index b2350c3b94..ebfcf6ca3b 100644
--- a/Library/Homebrew/.rubocop.yml
+++ b/Library/Homebrew/.rubocop.yml
@@ -1,4 +1,4 @@
-inherit_from: ../.rubocop.yml
+inherit_from: ../.rubocop_rspec.yml
 
 AllCops:
   Include:
diff --git a/Library/Homebrew/style.rb b/Library/Homebrew/style.rb
index 8e6e7378c5..ca47f72043 100644
--- a/Library/Homebrew/style.rb
+++ b/Library/Homebrew/style.rb
@@ -60,8 +60,13 @@ module Homebrew
         File.expand_path(file).start_with? HOMEBREW_LIBRARY_PATH
       end
 
-      unless files.nil? || has_non_formula
-        args << "--config" << HOMEBREW_LIBRARY/".rubocop_audit.yml"
+      if files && !has_non_formula
+        config = if (files.first/"spec").exist?
+          HOMEBREW_LIBRARY/".rubocop_rspec.yml"
+        else
+          HOMEBREW_LIBRARY/".rubocop_audit.yml"
+        end
+        args << "--config" << config
       end
 
       if files.nil?
diff --git a/Library/Homebrew/test/.rubocop_todo.yml b/Library/Homebrew/test/.rubocop_todo.yml
index 6b7dcd94a9..ada16c8734 100644
--- a/Library/Homebrew/test/.rubocop_todo.yml
+++ b/Library/Homebrew/test/.rubocop_todo.yml
@@ -1,41 +1,16 @@
 # This configuration was generated by
 # `rubocop --auto-gen-config`
-# on 2018-10-08 06:47:14 +0200 using RuboCop version 0.59.2.
+# on 2019-01-21 13:27:20 +0000 using RuboCop version 0.63.0.
 # The point is for the user to remove these configuration records
 # one by one as the offenses are removed from the code base.
 # Note that changes in the inspected code, or installation of new
 # versions of RuboCop, may require this file to be generated again.
 
-# Offense count: 28
-RSpec/AnyInstance:
+# Offense count: 1
+# Cop supports --auto-correct.
+Lint/UnneededCopEnableDirective:
   Exclude:
-    - 'cask/artifact/uninstall_zap_shared_examples.rb'
-    - 'cask/cmd/create_spec.rb'
-    - 'cask/cmd/edit_spec.rb'
-    - 'cask/cmd/outdated_spec.rb'
-    - 'cask/cmd/upgrade_spec.rb'
-    - 'caveats_spec.rb'
-    - 'cleanup_spec.rb'
-    - 'download_strategies_spec.rb'
-    - 'formatter_spec.rb'
-    - 'os/linux/dependency_collector_spec.rb'
-    - 'utils/analytics_spec.rb'
-    - 'utils/git_spec.rb'
-
-# Offense count: 146
-# Configuration parameters: Prefixes.
-# Prefixes: when, with, without
-RSpec/ContextWording:
-  Enabled: false
-
-# Offense count: 69
-RSpec/DescribeClass:
-  Enabled: false
-
-# Offense count: 581
-# Configuration parameters: Max.
-RSpec/ExampleLength:
-  Enabled: false
+    - 'cask/artifact/shared_examples/uninstall_zap.rb'
 
 # Offense count: 16
 RSpec/ExpectActual:
@@ -43,32 +18,21 @@ RSpec/ExpectActual:
     - 'spec/routing/**/*'
     - 'missing_formula_spec.rb'
 
-# Offense count: 21
+# Offense count: 20
 RSpec/ExpectInHook:
   Exclude:
     - 'cache_store_spec.rb'
     - 'cask/audit_spec.rb'
     - 'cmd/reinstall_spec.rb'
-    - 'download_strategies_spec.rb'
     - 'linkage_cache_store_spec.rb'
     - 'migrator_spec.rb'
     - 'os/mac/java_requirement_spec.rb'
 
-# Offense count: 31
+# Offense count: 37
 # Configuration parameters: CustomTransform, IgnoreMethods.
 RSpec/FilePath:
   Enabled: false
 
-# Offense count: 6
-# Cop supports --auto-correct.
-# Configuration parameters: EnforcedStyle.
-# SupportedStyles: implicit, each, example
-RSpec/HookArgument:
-  Exclude:
-    - 'cask/artifact/uninstall_zap_shared_examples.rb'
-    - 'spec_helper.rb'
-    - 'support/helper/cask/fake_system_command.rb'
-
 # Offense count: 6
 # Configuration parameters: AssignmentOnly.
 RSpec/InstanceVariable:
@@ -78,18 +42,6 @@ RSpec/InstanceVariable:
     - 'utils/git_spec.rb'
     - 'version_spec.rb'
 
-# Offense count: 1
-# Cop supports --auto-correct.
-RSpec/LeadingSubject:
-  Exclude:
-    - 'cask/artifact/uninstall_zap_shared_examples.rb'
-
-# Offense count: 122
-# Configuration parameters: EnforcedStyle.
-# SupportedStyles: have_received, receive
-RSpec/MessageSpies:
-  Enabled: false
-
 # Offense count: 1
 RSpec/MissingExampleGroupArgument:
   Exclude:
@@ -99,27 +51,19 @@ RSpec/MissingExampleGroupArgument:
 RSpec/MultipleDescribes:
   Enabled: false
 
-# Offense count: 548
-# Configuration parameters: AggregateFailuresByDefault.
-RSpec/MultipleExpectations:
-  Max: 26
-
-# Offense count: 946
+# Offense count: 825
+# Configuration parameters: IgnoreSharedExamples.
 RSpec/NamedSubject:
   Enabled: false
 
-# Offense count: 99
-RSpec/NestedGroups:
-  Max: 5
-
-# Offense count: 11
+# Offense count: 7
 RSpec/RepeatedDescription:
   Exclude:
     - 'inreplace_spec.rb'
     - 'migrator_spec.rb'
     - 'tab_spec.rb'
 
-# Offense count: 31
+# Offense count: 25
 RSpec/SubjectStub:
   Exclude:
     - 'cache_store_spec.rb'
@@ -130,7 +74,7 @@ RSpec/SubjectStub:
     - 'language/python_spec.rb'
     - 'os/mac/java_requirement_spec.rb'
 
-# Offense count: 65
-# Configuration parameters: IgnoreSymbolicNames.
+# Offense count: 67
+# Configuration parameters: IgnoreNameless, IgnoreSymbolicNames.
 RSpec/VerifiedDoubles:
   Enabled: false
diff --git a/Library/Homebrew/test/cask/artifact/shared_examples/uninstall_zap.rb b/Library/Homebrew/test/cask/artifact/shared_examples/uninstall_zap.rb
index 6a6a54a9eb..dd034e041e 100644
--- a/Library/Homebrew/test/cask/artifact/shared_examples/uninstall_zap.rb
+++ b/Library/Homebrew/test/cask/artifact/shared_examples/uninstall_zap.rb
@@ -197,7 +197,6 @@ shared_examples "#uninstall_phase or #zap_phase" do
       end
 
       before do
-        # rubocop:disable RSpec/AnyInstance
         allow_any_instance_of(Cask::Artifact::AbstractUninstall).to receive(:trash_paths)
           .and_wrap_original do |method, *args|
             method.call(*args).tap do |result|
diff --git a/Library/Homebrew/test/spec_helper.rb b/Library/Homebrew/test/spec_helper.rb
index 79365e1997..67e6f6cb87 100644
--- a/Library/Homebrew/test/spec_helper.rb
+++ b/Library/Homebrew/test/spec_helper.rb
@@ -137,7 +137,7 @@ RSpec.configure do |config|
     skip "unzip not installed." unless which("unzip")
   end
 
-  config.around(:each) do |example|
+  config.around do |example|
     def find_files
       Find.find(TEST_TMPDIR)
           .reject { |f| File.basename(f) == ".DS_Store" }
diff --git a/Library/Homebrew/test/support/helper/cask/fake_system_command.rb b/Library/Homebrew/test/support/helper/cask/fake_system_command.rb
index 457b64de61..dafb8a6473 100644
--- a/Library/Homebrew/test/support/helper/cask/fake_system_command.rb
+++ b/Library/Homebrew/test/support/helper/cask/fake_system_command.rb
@@ -63,7 +63,7 @@ class FakeSystemCommand
 end
 
 RSpec.configure do |config|
-  config.after(:each) do
+  config.after do
     begin
       FakeSystemCommand.verify_expectations!
     ensure