diff --git a/.expeditor/verify.pipeline.yml b/.expeditor/verify.pipeline.yml
index d4c15cf3a..80d167ea3 100644
--- a/.expeditor/verify.pipeline.yml
+++ b/.expeditor/verify.pipeline.yml
@@ -11,32 +11,15 @@ expeditor:
 
 steps:
 
-- label: run-specs-ruby-2.7
+- label: run-specs-ruby-3.1
   command:
     - .expeditor/run_linux_tests.sh rspec
   expeditor:
     executor:
       docker:
-        image: ruby:2.7
+        image: ruby:3.1
 
-- label: run-specs-ruby-3.0
-  command:
-    - .expeditor/run_linux_tests.sh rspec
-  expeditor:
-    executor:
-      docker:
-        image: ruby:3.0
-
-- label: run-specs-windows-2.7
-  command:
-    - powershell .expeditor/run_windows_tests.ps1 rspec
-  expeditor:
-    executor:
-      docker:
-        host_os: windows
-        image: rubydistros/windows-2019:2.7
-
-- label: run-specs-windows-ruby-3.0
+- label: run-specs-windows-ruby-3.1
   command:
     - powershell .expeditor/run_windows_tests.ps1 rspec
   expeditor:
@@ -44,20 +27,24 @@ steps:
       docker:
         host_os: windows
         shell: ["powershell", "-Command"]
-        image: rubydistros/windows-2019:3.0
+        image: rubydistros/windows-2019:3.1
+        environment:
+          - FORCE_FFI_YAJL=ext
+          - EXPIRE_CACHE=true
+          - CHEF_LICENSE=accept-no-persist
 
-- label: cookstyle-generator-cb-tests-ruby-2.7
+- label: cookstyle-generator-cb-tests-ruby-3.1
   command:
     - .expeditor/run_linux_tests.sh "rake style:cookstyle"
   expeditor:
     executor:
       docker:
-        image: ruby:2.7
+        image: ruby:3.1
 
-- label: chefstyle-tests-ruby-2.7
+- label: chefstyle-tests-ruby-3.1
   command:
     - .expeditor/run_linux_tests.sh "rake style:chefstyle"
   expeditor:
     executor:
       docker:
-        image: ruby:2.7
+        image: ruby:3.1
diff --git a/Gemfile b/Gemfile
index 0319f14f6..ec94c3d7e 100644
--- a/Gemfile
+++ b/Gemfile
@@ -7,8 +7,8 @@ group :test do
   gem "rspec", "~> 3.8"
   gem "rspec-expectations", "~> 3.8"
   gem "rspec-mocks", "~> 3.8"
-  gem "cookstyle", "=7.7.2" # this forces dependabot PRs to open which triggers cookstyle CI on the chef generate command
-  gem "chefstyle", "=1.6.2"
+  gem "cookstyle", "=7.32.2" # this forces dependabot PRs to open which triggers cookstyle CI on the chef generate command
+  gem "chefstyle", "=2.2.3"
   gem "test-kitchen", ">= 2.11.1"
 
   if Gem::Version.new(RUBY_VERSION) < Gem::Version.new("2.6")
diff --git a/chef-cli.gemspec b/chef-cli.gemspec
index 1a4018f99..08328483d 100644
--- a/chef-cli.gemspec
+++ b/chef-cli.gemspec
@@ -43,7 +43,11 @@ Gem::Specification.new do |gem|
   gem.add_dependency "mixlib-shellout", ">= 2.0", "< 4.0"
   gem.add_dependency "ffi-yajl", ">= 1.0", "< 3.0"
   gem.add_dependency "minitar", "~> 0.6"
-  gem.add_dependency "chef", ">= 16.0"
+  if RUBY_VERSION.match?(/3.1/)
+    gem.add_dependency "chef", "~> 18.0"
+  else
+    gem.add_dependency "chef", ">= 16.0"
+  end
   gem.add_dependency "solve", "< 5.0", "> 2.0"
   gem.add_dependency "addressable", ">= 2.3.5", "< 2.9"
   gem.add_dependency "cookbook-omnifetch", "~> 0.5"
diff --git a/lib/chef-cli/helpers.rb b/lib/chef-cli/helpers.rb
index 9cdabd46e..6c72237ed 100644
--- a/lib/chef-cli/helpers.rb
+++ b/lib/chef-cli/helpers.rb
@@ -144,7 +144,7 @@ def expected_omnibus_root
 
     def default_package_home
       if Chef::Platform.windows?
-        File.join(ENV["LOCALAPPDATA"], ChefCLI::Dist::PRODUCT_PKG_HOME)
+        File.join(ENV["LOCALAPPDATA"], ChefCLI::Dist::PRODUCT_PKG_HOME).gsub("\\", "/")
       else
         File.expand_path("~/.#{ChefCLI::Dist::PRODUCT_PKG_HOME}")
       end
diff --git a/lib/chef-cli/policyfile/artifactory_cookbook_source.rb b/lib/chef-cli/policyfile/artifactory_cookbook_source.rb
index f3bc20f99..0e8385605 100644
--- a/lib/chef-cli/policyfile/artifactory_cookbook_source.rb
+++ b/lib/chef-cli/policyfile/artifactory_cookbook_source.rb
@@ -54,14 +54,12 @@ def preferred_source_for?(cookbook_name)
       end
 
       def universe_graph
-        @universe_graph ||= begin
-          full_community_graph.inject({}) do |normalized_graph, (cookbook_name, metadata_by_version)|
-            normalized_graph[cookbook_name] = metadata_by_version.inject({}) do |deps_by_version, (version, metadata)|
-              deps_by_version[version] = metadata["dependencies"]
-              deps_by_version
-            end
-            normalized_graph
+        @universe_graph ||= full_community_graph.inject({}) do |normalized_graph, (cookbook_name, metadata_by_version)|
+          normalized_graph[cookbook_name] = metadata_by_version.inject({}) do |deps_by_version, (version, metadata)|
+            deps_by_version[version] = metadata["dependencies"]
+            deps_by_version
           end
+          normalized_graph
         end
       end
 
diff --git a/lib/chef-cli/policyfile/chef_server_cookbook_source.rb b/lib/chef-cli/policyfile/chef_server_cookbook_source.rb
index b08453e8c..78c092e4b 100644
--- a/lib/chef-cli/policyfile/chef_server_cookbook_source.rb
+++ b/lib/chef-cli/policyfile/chef_server_cookbook_source.rb
@@ -52,14 +52,12 @@ def preferred_source_for?(cookbook_name)
       end
 
       def universe_graph
-        @universe_graph ||= begin
-          full_chef_server_graph.inject({}) do |normalized_graph, (cookbook_name, metadata_by_version)|
-            normalized_graph[cookbook_name] = metadata_by_version.inject({}) do |deps_by_version, (version, metadata)|
-              deps_by_version[version] = metadata["dependencies"]
-              deps_by_version
-            end
-            normalized_graph
+        @universe_graph ||= full_chef_server_graph.inject({}) do |normalized_graph, (cookbook_name, metadata_by_version)|
+          normalized_graph[cookbook_name] = metadata_by_version.inject({}) do |deps_by_version, (version, metadata)|
+            deps_by_version[version] = metadata["dependencies"]
+            deps_by_version
           end
+          normalized_graph
         end
       end
 
@@ -90,9 +88,7 @@ def http_connection_for(base_url)
 
       def full_chef_server_graph
         @full_chef_server_graph ||=
-          begin
-            http_connection_for(uri.to_s).get("/universe")
-          end
+          http_connection_for(uri.to_s).get("/universe")
       end
     end
   end
diff --git a/lib/chef-cli/policyfile/community_cookbook_source.rb b/lib/chef-cli/policyfile/community_cookbook_source.rb
index 56620a815..e637f89d9 100644
--- a/lib/chef-cli/policyfile/community_cookbook_source.rb
+++ b/lib/chef-cli/policyfile/community_cookbook_source.rb
@@ -52,14 +52,12 @@ def ==(other)
       end
 
       def universe_graph
-        @universe_graph ||= begin
-          full_community_graph.inject({}) do |normalized_graph, (cookbook_name, metadata_by_version)|
-            normalized_graph[cookbook_name] = metadata_by_version.inject({}) do |deps_by_version, (version, metadata)|
-              deps_by_version[version] = metadata["dependencies"]
-              deps_by_version
-            end
-            normalized_graph
+        @universe_graph ||= full_community_graph.inject({}) do |normalized_graph, (cookbook_name, metadata_by_version)|
+          normalized_graph[cookbook_name] = metadata_by_version.inject({}) do |deps_by_version, (version, metadata)|
+            deps_by_version[version] = metadata["dependencies"]
+            deps_by_version
           end
+          normalized_graph
         end
       end
 
diff --git a/lib/chef-cli/policyfile/delivery_supermarket_source.rb b/lib/chef-cli/policyfile/delivery_supermarket_source.rb
index 165f78865..db64d67ea 100644
--- a/lib/chef-cli/policyfile/delivery_supermarket_source.rb
+++ b/lib/chef-cli/policyfile/delivery_supermarket_source.rb
@@ -66,15 +66,13 @@ def default_source_args
       end
 
       def universe_graph
-        @universe_graph ||= begin
-          @community_source.universe_graph.inject({}) do |truncated, (cookbook_name, version_and_deps_list)|
-            sorted_versions = version_and_deps_list.keys.sort_by do |version_string|
-              Semverse::Version.new(version_string)
-            end
-            greatest_version = sorted_versions.last
-            truncated[cookbook_name] = { greatest_version => version_and_deps_list[greatest_version] }
-            truncated
+        @universe_graph ||= @community_source.universe_graph.inject({}) do |truncated, (cookbook_name, version_and_deps_list)|
+          sorted_versions = version_and_deps_list.keys.sort_by do |version_string|
+            Semverse::Version.new(version_string)
           end
+          greatest_version = sorted_versions.last
+          truncated[cookbook_name] = { greatest_version => version_and_deps_list[greatest_version] }
+          truncated
         end
       end
 
diff --git a/lib/chef-cli/policyfile/policyfile_location_specification.rb b/lib/chef-cli/policyfile/policyfile_location_specification.rb
index 91ea19bd9..af5aa5bb5 100644
--- a/lib/chef-cli/policyfile/policyfile_location_specification.rb
+++ b/lib/chef-cli/policyfile/policyfile_location_specification.rb
@@ -62,20 +62,18 @@ def revision_id
 
       # @return A policyfile lock fetcher compatible with the given source_options
       def fetcher
-        @fetcher ||= begin
-                       if source_options[:path] && !source_options[:git]
-                         Policyfile::LocalLockFetcher.new(name, source_options, storage_config)
-                       elsif source_options[:remote]
-                         Policyfile::RemoteLockFetcher.new(name, source_options)
-                       elsif source_options[:server]
-                         Policyfile::ChefServerLockFetcher.new(name, source_options, chef_config)
-                       elsif source_options[:git]
-                         Policyfile::GitLockFetcher.new(name, source_options, storage_config)
-                       else
-                         raise ChefCLI::InvalidPolicyfileLocation.new(
-                           "Invalid policyfile lock location type. The supported locations are: #{LOCATION_TYPES.join(", ")}"
-                         )
-                       end
+        @fetcher ||= if source_options[:path] && !source_options[:git]
+                       Policyfile::LocalLockFetcher.new(name, source_options, storage_config)
+                     elsif source_options[:remote]
+                       Policyfile::RemoteLockFetcher.new(name, source_options)
+                     elsif source_options[:server]
+                       Policyfile::ChefServerLockFetcher.new(name, source_options, chef_config)
+                     elsif source_options[:git]
+                       Policyfile::GitLockFetcher.new(name, source_options, storage_config)
+                     else
+                       raise ChefCLI::InvalidPolicyfileLocation.new(
+                         "Invalid policyfile lock location type. The supported locations are: #{LOCATION_TYPES.join(", ")}"
+                       )
                      end
       end
 
@@ -106,9 +104,7 @@ def errors
       #
       # @return [PolicyfileLock] the loaded policyfile lock
       def policyfile_lock
-        @policyfile_lock ||= begin
-                               PolicyfileLock.new(storage_config, ui: ui).build_from_lock_data(fetcher.lock_data)
-                             end
+        @policyfile_lock ||= PolicyfileLock.new(storage_config, ui: ui).build_from_lock_data(fetcher.lock_data)
       end
 
       # @return [Hash] The source_options that describe how to fetch this exact lock again
diff --git a/lib/chef-cli/policyfile_services/export_repo.rb b/lib/chef-cli/policyfile_services/export_repo.rb
index 70ff6955e..56930b79e 100644
--- a/lib/chef-cli/policyfile_services/export_repo.rb
+++ b/lib/chef-cli/policyfile_services/export_repo.rb
@@ -121,12 +121,12 @@ def with_staging_dir
         random_string = SecureRandom.hex(2)
         path = "chef-export-#{random_string}"
         Dir.mktmpdir(path) do |d|
-          begin
-            @staging_dir = d
-            yield
-          ensure
-            @staging_dir = nil
-          end
+
+          @staging_dir = d
+          yield
+        ensure
+          @staging_dir = nil
+
         end
       end
 
diff --git a/lib/chef-cli/skeletons/code_generator/files/default/repo/cookbooks/example/recipes/default.rb b/lib/chef-cli/skeletons/code_generator/files/default/repo/cookbooks/example/recipes/default.rb
index e3f5f0e18..82f8fa310 100644
--- a/lib/chef-cli/skeletons/code_generator/files/default/repo/cookbooks/example/recipes/default.rb
+++ b/lib/chef-cli/skeletons/code_generator/files/default/repo/cookbooks/example/recipes/default.rb
@@ -1,7 +1,7 @@
 # This is a Chef Infra Client recipe file. It can be used to specify resources
 # which will apply configuration to a server.
 
-log "Welcome to Chef Infra Client, #{node['example']['name']}!" do
+log "Welcome to Chef Infra Client, #{node["example"]["name"]}!" do
   level :info
 end
 
diff --git a/spec/unit/command/generator_commands/repo_spec.rb b/spec/unit/command/generator_commands/repo_spec.rb
index 86499b831..77fec47e3 100644
--- a/spec/unit/command/generator_commands/repo_spec.rb
+++ b/spec/unit/command/generator_commands/repo_spec.rb
@@ -256,7 +256,7 @@ def generator_context
           let(:file) { "cookbooks/example/recipes/default.rb" }
 
           it "has the right contents" do
-            expect(file_contents).to match(/log "Welcome to Chef Infra Client, \#\{node\['example'\]\['name'\]\}!" do/)
+            expect(file_contents).to match(/log "Welcome to Chef Infra Client, \#\{node\["example"\]\["name"\]\}!" do/)
           end
         end
       end
diff --git a/spec/unit/kitchen/provisioner/chef_zero_capture_spec.rb b/spec/unit/kitchen/provisioner/chef_zero_capture_spec.rb
index ace053bab..671a742cc 100644
--- a/spec/unit/kitchen/provisioner/chef_zero_capture_spec.rb
+++ b/spec/unit/kitchen/provisioner/chef_zero_capture_spec.rb
@@ -60,10 +60,10 @@
     end
 
     after do
-      begin
-        subject.cleanup_sandbox
-      rescue # rubocop:disable Lint/HandleExceptions
-      end
+
+      subject.cleanup_sandbox
+    rescue # rubocop:disable Lint/HandleExceptions
+
     end
   end
 
diff --git a/spec/unit/policyfile/comparison_base_spec.rb b/spec/unit/policyfile/comparison_base_spec.rb
index d11b4f986..33c2f3298 100644
--- a/spec/unit/policyfile/comparison_base_spec.rb
+++ b/spec/unit/policyfile/comparison_base_spec.rb
@@ -251,11 +251,11 @@
       end
 
       let(:http_exception) do
-        begin
-          response.error!
-        rescue => e
-          e
-        end
+
+        response.error!
+      rescue => e
+        e
+
       end
 
       before do
@@ -285,11 +285,11 @@
       end
 
       let(:http_exception) do
-        begin
-          response.error!
-        rescue => e
-          e
-        end
+
+        response.error!
+      rescue => e
+        e
+
       end
 
       before do
diff --git a/spec/unit/policyfile_services/clean_policies_spec.rb b/spec/unit/policyfile_services/clean_policies_spec.rb
index 6c8a010ee..a4cf0dcd7 100644
--- a/spec/unit/policyfile_services/clean_policies_spec.rb
+++ b/spec/unit/policyfile_services/clean_policies_spec.rb
@@ -46,11 +46,11 @@
     end
 
     let(:http_exception) do
-      begin
-        response.error!
-      rescue => e
-        e
-      end
+
+      response.error!
+    rescue => e
+      e
+
     end
 
     before do
@@ -196,11 +196,11 @@
           end
 
           let(:http_exception) do
-            begin
-              response.error!
-            rescue => e
-              e
-            end
+
+            response.error!
+          rescue => e
+            e
+
           end
 
           before do
@@ -215,7 +215,7 @@
             # this will continue to print that out until they remove HTTPServerException
             expected_message = <<~ERROR
               Failed to delete some policy revisions:
-              - appserver (4444444444444444444444444444444444444444444444444444444444444444): Net::HTTPServerException 403 \"Unauthorized\"
+              - appserver (4444444444444444444444444444444444444444444444444444444444444444): Net::HTTPClientException 403 \"Unauthorized\"
             ERROR
 
             expect { clean_policies_service.run }.to raise_error do |error|
diff --git a/spec/unit/policyfile_services/clean_policy_cookbooks_spec.rb b/spec/unit/policyfile_services/clean_policy_cookbooks_spec.rb
index d30133109..7fd996025 100644
--- a/spec/unit/policyfile_services/clean_policy_cookbooks_spec.rb
+++ b/spec/unit/policyfile_services/clean_policy_cookbooks_spec.rb
@@ -103,11 +103,11 @@
     end
 
     let(:http_exception) do
-      begin
-        response.error!
-      rescue => e
-        e
-      end
+
+      response.error!
+    rescue => e
+      e
+
     end
 
     before do
diff --git a/spec/unit/policyfile_services/push_archive_spec.rb b/spec/unit/policyfile_services/push_archive_spec.rb
index 1310c4a31..85cb2bb8b 100644
--- a/spec/unit/policyfile_services/push_archive_spec.rb
+++ b/spec/unit/policyfile_services/push_archive_spec.rb
@@ -129,13 +129,13 @@ def create_archive
   context "with an invalid archive" do
 
     let(:exception) do
-      begin
-        push_archive_service.run
-      rescue ChefCLI::PolicyfilePushArchiveError => e
-        e
-      else
-        nil
-      end
+
+      push_archive_service.run
+    rescue ChefCLI::PolicyfilePushArchiveError => e
+      e
+    else
+      nil
+
     end
 
     let(:exception_cause) { exception.cause }
diff --git a/spec/unit/policyfile_services/rm_policy_group_spec.rb b/spec/unit/policyfile_services/rm_policy_group_spec.rb
index 5dc713239..73cc32ee3 100644
--- a/spec/unit/policyfile_services/rm_policy_group_spec.rb
+++ b/spec/unit/policyfile_services/rm_policy_group_spec.rb
@@ -93,11 +93,11 @@
     end
 
     let(:http_exception) do
-      begin
-        response.error!
-      rescue => e
-        e
-      end
+
+      response.error!
+    rescue => e
+      e
+
     end
 
     before do
diff --git a/spec/unit/policyfile_services/rm_policy_spec.rb b/spec/unit/policyfile_services/rm_policy_spec.rb
index 66e9771ee..bb87f6e5b 100644
--- a/spec/unit/policyfile_services/rm_policy_spec.rb
+++ b/spec/unit/policyfile_services/rm_policy_spec.rb
@@ -69,11 +69,11 @@
     end
 
     let(:http_exception) do
-      begin
-        response.error!
-      rescue => e
-        e
-      end
+
+      response.error!
+    rescue => e
+      e
+
     end
 
     before do
@@ -108,11 +108,11 @@
     end
 
     let(:http_exception) do
-      begin
-        response.error!
-      rescue => e
-        e
-      end
+
+      response.error!
+    rescue => e
+      e
+
     end
 
     before do
diff --git a/spec/unit/policyfile_services/show_policy_spec.rb b/spec/unit/policyfile_services/show_policy_spec.rb
index e03fa43de..aa985c10b 100644
--- a/spec/unit/policyfile_services/show_policy_spec.rb
+++ b/spec/unit/policyfile_services/show_policy_spec.rb
@@ -65,11 +65,11 @@
       end
 
       let(:http_exception) do
-        begin
-          response.error!
-        rescue => e
-          e
-        end
+
+        response.error!
+      rescue => e
+        e
+
       end
 
       let(:policies_url) { "/policies" }
@@ -823,11 +823,11 @@
       end
 
       let(:http_exception) do
-        begin
-          response.error!
-        rescue => e
-          e
-        end
+
+        response.error!
+      rescue => e
+        e
+
       end
 
       before do
diff --git a/spec/unit/policyfile_services/undelete_spec.rb b/spec/unit/policyfile_services/undelete_spec.rb
index 1acddb378..02319bd79 100644
--- a/spec/unit/policyfile_services/undelete_spec.rb
+++ b/spec/unit/policyfile_services/undelete_spec.rb
@@ -185,11 +185,11 @@ def next_time
       end
 
       let(:http_exception) do
-        begin
-          response.error!
-        rescue => e
-          e
-        end
+
+        response.error!
+      rescue => e
+        e
+
       end
 
       before do