diff --git a/.github/FUNDING.yml b/.github/FUNDING.yml
index 4fb398d245..d3a58b2083 100644
--- a/.github/FUNDING.yml
+++ b/.github/FUNDING.yml
@@ -1,5 +1,5 @@
-# This file was generated on 2019-12-05T21:32:23+00:00 from the rspec-dev repo.
+# This file was generated on 2020-12-25T18:48:30+00:00 from the rspec-dev repo.
 # DO NOT modify it by hand as your changes will get lost the next time it is generated.
 
-github: [JonRowe]
+github: [JonRowe, benoittgt]
 open_collective: rspec
diff --git a/.rspec b/.rspec
index 0a9952c333..d0f72792a9 100644
--- a/.rspec
+++ b/.rspec
@@ -1,3 +1,2 @@
 --warnings
---color
 --require spec_helper
diff --git a/BUILD_DETAIL.md b/BUILD_DETAIL.md
index fc5b269986..cd0b6ced6e 100644
--- a/BUILD_DETAIL.md
+++ b/BUILD_DETAIL.md
@@ -1,5 +1,5 @@
 <!---
-This file was generated on 2019-12-05T21:32:23+00:00 from the rspec-dev repo.
+This file was generated on 2020-12-25T18:48:30+00:00 from the rspec-dev repo.
 DO NOT modify it by hand as your changes will get lost the next time it is generated.
 -->
 
@@ -112,22 +112,23 @@ $ bundle exec yard doc --no-cache
 $ bin/yard doc --no-cache
 ```
 
-## Rubocop
+## RuboCop
 
-We use [Rubocop](https://github.com/rubocop-hq/rubocop) to enforce style conventions on the project so
-that the code has stylistic consistency throughout. Run with:
+We use [RuboCop](https://github.com/rubocop-hq/rubocop) to enforce style
+conventions on the project so that the code has stylistic consistency
+throughout. Run with:
 
 ```
-$ bundle exec rubocop
+$ bundle exec rubocop lib
 
 # or, if you installed your bundle with `--standalone --binstubs`:
 
-$ bin/rubocop
+$ bin/rubocop lib
 ```
 
-Our Rubocop configuration is a work-in-progress, so if you get a failure
-due to a Rubocop default, feel free to ask about changing the
-configuration. Otherwise, you'll need to address the Rubocop failure,
+Our RuboCop configuration is a work-in-progress, so if you get a failure
+due to a RuboCop default, feel free to ask about changing the
+configuration. Otherwise, you'll need to address the RuboCop failure,
 or, as a measure of last resort, by wrapping the offending code in
 comments like `# rubocop:disable SomeCheck` and `# rubocop:enable SomeCheck`.
 
@@ -161,4 +162,3 @@ build for another repo, so our CI build includes a spec that runs the
 spec suite of each of the _other_ project repos. Note that we only run
 the spec suite, not the full build, of the other projects, as the spec
 suite runs very quickly compared to the full build.
-
diff --git a/CODE_OF_CONDUCT.md b/CODE_OF_CONDUCT.md
index 618d788d33..b6be7666ce 100644
--- a/CODE_OF_CONDUCT.md
+++ b/CODE_OF_CONDUCT.md
@@ -1,5 +1,5 @@
 <!---
-This file was generated on 2019-12-05T21:32:23+00:00 from the rspec-dev repo.
+This file was generated on 2020-12-25T18:48:30+00:00 from the rspec-dev repo.
 DO NOT modify it by hand as your changes will get lost the next time it is generated.
 -->
 
diff --git a/CONTRIBUTING.md b/CONTRIBUTING.md
index 0a3ce188c6..22f5f0bb2f 100644
--- a/CONTRIBUTING.md
+++ b/CONTRIBUTING.md
@@ -1,5 +1,5 @@
 <!---
-This file was generated on 2019-12-05T21:32:23+00:00 from the rspec-dev repo.
+This file was generated on 2020-12-25T18:48:30+00:00 from the rspec-dev repo.
 DO NOT modify it by hand as your changes will get lost the next time it is generated.
 -->
 
diff --git a/DEVELOPMENT.md b/DEVELOPMENT.md
index 57cdbffeb9..fd72bde592 100644
--- a/DEVELOPMENT.md
+++ b/DEVELOPMENT.md
@@ -1,5 +1,5 @@
 <!---
-This file was generated on 2019-12-05T21:32:23+00:00 from the rspec-dev repo.
+This file was generated on 2020-12-25T18:48:30+00:00 from the rspec-dev repo.
 DO NOT modify it by hand as your changes will get lost the next time it is generated.
 -->
 
diff --git a/Gemfile b/Gemfile
index 8d74d1b894..26b7be09ba 100644
--- a/Gemfile
+++ b/Gemfile
@@ -8,7 +8,7 @@ gem 'yard', '~> 0.9.24', require: false
 
 group :documentation do
   gem 'github-markup', '~> 3.0.3'
-  gem 'redcarpet', '~> 3.4.0', platforms: [:ruby]
+  gem 'redcarpet', '~> 3.5.1', platforms: [:ruby]
   gem 'relish', '~> 0.7.1'
 end
 
diff --git a/README.md b/README.md
index 5a0507bff4..3f9070e9bf 100644
--- a/README.md
+++ b/README.md
@@ -1,4 +1,4 @@
-# rspec-rails [![Build Status][]][travis-ci] [![Code Climate][]][code-climate] [![Gem Version][]](gem-version)
+# rspec-rails [![Build Status][]][travis-ci] [![Code Climate][]][code-climate] [![Gem Version][]][gem-version]
 
 `rspec-rails` brings the [RSpec][] testing framework to [Ruby on Rails][]
 as a drop-in alternative to its default testing framework, Minitest.
@@ -33,7 +33,7 @@ See the `4-0-maintenance` branch on Github if you want or require the latest sta
    ```ruby
    # Run against the latest stable release
    group :development, :test do
-     gem 'rspec-rails', '~> 4.0.1'
+     gem 'rspec-rails', '~> 4.0.2'
    end
 
    # Or, run against the main branch
diff --git a/example_app_generator/generate_stuff.rb b/example_app_generator/generate_stuff.rb
index ddb2c1a96f..e56c032321 100644
--- a/example_app_generator/generate_stuff.rb
+++ b/example_app_generator/generate_stuff.rb
@@ -167,4 +167,17 @@ def using_source_path(path)
 gsub_file 'spec/controllers/uploads_controller_spec.rb',
           'skip("Add a hash of attributes valid for your model")',
           '{}'
+
+# adds validation to widget so our test for happy and unhappy path will be ready to test validation
+gsub_file 'spec/requests/widgets_spec.rb',
+          'skip("Add a hash of attributes invalid for your model")',
+          '{ name: "" }'
+
+gsub_file 'spec/requests/widgets_spec.rb',
+          'skip("Add a hash of attributes valid for your model")',
+          '{ name: "lorem" }'
+
+gsub_file 'app/models/widget.rb',
+          'end',
+          'validates :name, presence: true; end'
 final_tasks
diff --git a/lib/generators/rspec/scaffold/templates/request_spec.rb b/lib/generators/rspec/scaffold/templates/request_spec.rb
index 4ce344e764..f6584b0ca0 100644
--- a/lib/generators/rspec/scaffold/templates/request_spec.rb
+++ b/lib/generators/rspec/scaffold/templates/request_spec.rb
@@ -82,10 +82,17 @@
         }.to change(<%= class_name %>, :count).by(0)
       end
 
+    <% if Rails.version.to_f < 6.1 || Rails.version == '6.1.0' %>
       it "renders a successful response (i.e. to display the 'new' template)" do
         post <%= index_helper %>_url, params: { <%= ns_file_name %>: invalid_attributes }
         expect(response).to be_successful
       end
+    <% else %>
+      it "renders a response with 422 status - unporcessable entity" do
+        post <%= index_helper %>_url, params: { <%= ns_file_name %>: invalid_attributes }
+        expect(response.status).to eq(422)
+      end
+    <% end %>
     end
   end
 
diff --git a/lib/rspec/rails/extensions/active_record/proxy.rb b/lib/rspec/rails/extensions/active_record/proxy.rb
index b60ecb6a73..b42aaa917a 100644
--- a/lib/rspec/rails/extensions/active_record/proxy.rb
+++ b/lib/rspec/rails/extensions/active_record/proxy.rb
@@ -1,7 +1,10 @@
 RSpec.configure do |rspec|
   # Delay this in order to give users a chance to configure `expect_with`...
   rspec.before(:suite) do
-    if defined?(RSpec::Matchers) && RSpec::Matchers.configuration.syntax.include?(:should) && defined?(ActiveRecord::Associations)
+    if defined?(RSpec::Matchers) &&
+        RSpec::Matchers.configuration.respond_to?(:syntax) && # RSpec 4 dropped support for monkey-patching `should` syntax
+        RSpec::Matchers.configuration.syntax.include?(:should) &&
+        defined?(ActiveRecord::Associations)
       RSpec::Matchers.configuration.add_should_and_should_not_to ActiveRecord::Associations::CollectionProxy
     end
   end
diff --git a/lib/rspec/rails/matchers/relation_match_array.rb b/lib/rspec/rails/matchers/relation_match_array.rb
index 861843b356..419028fb8e 100644
--- a/lib/rspec/rails/matchers/relation_match_array.rb
+++ b/lib/rspec/rails/matchers/relation_match_array.rb
@@ -1,3 +1,3 @@
-if defined?(ActiveRecord::Relation)
+if defined?(ActiveRecord::Relation) && defined?(RSpec::Matchers::BuiltIn::OperatorMatcher) # RSpec 4 removed OperatorMatcher
   RSpec::Matchers::BuiltIn::OperatorMatcher.register(ActiveRecord::Relation, '=~', RSpec::Matchers::BuiltIn::ContainExactly)
 end
diff --git a/rspec-rails.gemspec b/rspec-rails.gemspec
index 0f67a2c4f9..8b52a8103f 100644
--- a/rspec-rails.gemspec
+++ b/rspec-rails.gemspec
@@ -46,7 +46,7 @@ Gem::Specification.new do |s|
   # get released.
   %w[core expectations mocks support].each do |name|
     if ENV['RSPEC_CI']
-      s.add_runtime_dependency "rspec-#{name}", "= 4.0.0.pre"
+      s.add_runtime_dependency "rspec-#{name}", ENV.fetch('RSPEC_VERSION', '3.11.0.pre')
     elsif RSpec::Rails::Version::STRING =~ /pre/ # prerelease builds
       expected_rspec_version = "3.11.0.pre"
       s.add_runtime_dependency "rspec-#{name}", "= #{expected_rspec_version}"
diff --git a/spec/rspec/rails/fixture_support_spec.rb b/spec/rspec/rails/fixture_support_spec.rb
index 0fcccafc01..674a065fab 100644
--- a/spec/rspec/rails/fixture_support_spec.rb
+++ b/spec/rspec/rails/fixture_support_spec.rb
@@ -12,7 +12,7 @@ module RSpec::Rails
       end
     end
 
-    it "will allow #setup_fixture to run successfully", if: Rails.version.to_f > 6.0 do
+    it "will allow #setup_fixture to run successfully", skip: Rails.version.to_f <= 6.0 do
       group = RSpec::Core::ExampleGroup.describe do
         include FixtureSupport
 
diff --git a/spec/sanity_check_spec.rb b/spec/sanity_check_spec.rb
index f1fdfe2494..3b6874647a 100644
--- a/spec/sanity_check_spec.rb
+++ b/spec/sanity_check_spec.rb
@@ -33,7 +33,7 @@ def with_clean_env
     end
   end
 
-  it "passes when libraries are required", unless: RSpec::Support::Ruby.jruby? do
+  it "passes when libraries are required", skip: RSpec::Support::Ruby.jruby? do
     script = tmp_root.join("pass_sanity_check")
     File.open(script, "w") do |f|
       f.write <<-EOF.gsub(/^\s+\|/, '')
diff --git a/spec/spec_helper.rb b/spec/spec_helper.rb
index 3f35f58cec..6d3c5a3f64 100644
--- a/spec/spec_helper.rb
+++ b/spec/spec_helper.rb
@@ -38,7 +38,8 @@ def self.run_all(reporter = nil)
 # See http://rubydoc.info/gems/rspec-core/RSpec/Core/Configuration
 RSpec.configure do |config|
   config.expect_with :rspec do |expectations|
-    expectations.include_chain_clauses_in_custom_matcher_descriptions = true
+    # include_chain_clauses_in_custom_matcher_descriptions is removed in RSpec Expectations 4
+    expectations.include_chain_clauses_in_custom_matcher_descriptions = true if expectations.respond_to?(:include_chain_clauses_in_custom_matcher_descriptions=)
     expectations.max_formatted_output_length = 1000
   end
 
@@ -47,15 +48,16 @@ def self.run_all(reporter = nil)
     mocks.verify_doubled_constant_names = true
   end
 
-  config.filter_run :focus
-  config.run_all_when_everything_filtered = true
+  config.filter_run_when_matching :focus
 
   config.order = :random
   Kernel.srand config.seed
 
-  config.shared_context_metadata_behavior = :apply_to_host_groups
+  # shared_context_metadata_behavior is removed in RSpec 4
+  config.shared_context_metadata_behavior = :apply_to_host_groups if config.respond_to?(:shared_context_metadata_behavior=)
 
-  config.disable_monkey_patching!
+  # Zero monkey patching mode is the default and only mode in RSpec 4
+  config.disable_monkey_patching! if config.respond_to?(:disable_monkey_patching!)
 
   config.warnings = true
   config.raise_on_warning = true
diff --git a/spec/support/generators.rb b/spec/support/generators.rb
index 377c44d07a..9081b054dc 100644
--- a/spec/support/generators.rb
+++ b/spec/support/generators.rb
@@ -20,7 +20,7 @@ def self.included(klass)
           klass.include(RSpec::Rails::FeatureCheck)
         end
 
-        shared_examples_for 'a model generator with fixtures' do |name, class_name|
+        RSpec.shared_examples_for 'a model generator with fixtures' do |name, class_name|
           before { run_generator [name, '--fixture'] }
 
           describe 'the spec' do
@@ -38,7 +38,7 @@ def self.included(klass)
           end
         end
 
-        shared_examples_for "a request spec generator" do
+        RSpec.shared_examples_for "a request spec generator" do
           describe 'generated with flag `--no-request-specs`' do
             before do
               run_generator %w[posts --no-request-specs]
diff --git a/spec/support/shared_examples.rb b/spec/support/shared_examples.rb
index bfadc8e1f0..510bc4fbc2 100644
--- a/spec/support/shared_examples.rb
+++ b/spec/support/shared_examples.rb
@@ -1,6 +1,6 @@
 require 'pathname'
 
-shared_examples_for "an rspec-rails example group mixin" do |type, *paths|
+RSpec.shared_examples_for "an rspec-rails example group mixin" do |type, *paths|
   let(:mixin) { described_class }
 
   def define_group_in(path, group_definition)