diff --git a/common/dependabot-common.gemspec b/common/dependabot-common.gemspec
index 1d8ca6fd07a..4b06a56086e 100644
--- a/common/dependabot-common.gemspec
+++ b/common/dependabot-common.gemspec
@@ -41,7 +41,7 @@ Gem::Specification.new do |spec|
   spec.add_development_dependency "rake", "~> 13"
   spec.add_development_dependency "rspec", "~> 3.8"
   spec.add_development_dependency "rspec-its", "~> 1.2"
-  spec.add_development_dependency "rubocop", "~> 1.36.0"
+  spec.add_development_dependency "rubocop", "~> 1.37.1"
   spec.add_development_dependency "rubocop-performance", "~> 1.15.0"
   spec.add_development_dependency "simplecov", "~> 0.21.0"
   spec.add_development_dependency "simplecov-console", "~> 0.9.1"
diff --git a/common/lib/dependabot/errors.rb b/common/lib/dependabot/errors.rb
index 625eda6675f..1e3ca67ee6f 100644
--- a/common/lib/dependabot/errors.rb
+++ b/common/lib/dependabot/errors.rb
@@ -18,7 +18,7 @@ def sanitize_message(message)
       return message unless message.is_a?(String)
 
       path_regex =
-        Regexp.escape(Utils::BUMP_TMP_DIR_PATH) + "\/" +
+        Regexp.escape(Utils::BUMP_TMP_DIR_PATH) + "\\/" +
         Regexp.escape(Utils::BUMP_TMP_FILE_PREFIX) + "[a-zA-Z0-9-]*"
 
       message = message.gsub(/#{path_regex}/, "dependabot_tmp_dir").strip
diff --git a/common/lib/dependabot/pull_request_creator/message_builder/metadata_presenter.rb b/common/lib/dependabot/pull_request_creator/message_builder/metadata_presenter.rb
index 71690bb5546..68a85a84531 100644
--- a/common/lib/dependabot/pull_request_creator/message_builder/metadata_presenter.rb
+++ b/common/lib/dependabot/pull_request_creator/message_builder/metadata_presenter.rb
@@ -153,7 +153,7 @@ def build_details_tag(summary:, body:)
             msg += body
             msg + "</details>\n"
           else
-            "\n\##{summary}\n\n#{body}"
+            "\n##{summary}\n\n#{body}"
           end
         end
 
diff --git a/common/spec/dependabot/pull_request_creator/message_builder/link_and_mention_sanitizer_spec.rb b/common/spec/dependabot/pull_request_creator/message_builder/link_and_mention_sanitizer_spec.rb
index 6108d824e16..fb8614d8dbc 100644
--- a/common/spec/dependabot/pull_request_creator/message_builder/link_and_mention_sanitizer_spec.rb
+++ b/common/spec/dependabot/pull_request_creator/message_builder/link_and_mention_sanitizer_spec.rb
@@ -300,7 +300,7 @@
       it do
         is_expected.to eq(
           "<p>{Issue 111}[https://github-redirect.com/dependabot/" \
-          "dependabot-core/issues/111\]</p>\n"
+          "dependabot-core/issues/111]</p>\n"
         )
       end
     end
diff --git a/elm/lib/dependabot/elm/version.rb b/elm/lib/dependabot/elm/version.rb
index f111dbdae2e..00a86277d2f 100644
--- a/elm/lib/dependabot/elm/version.rb
+++ b/elm/lib/dependabot/elm/version.rb
@@ -9,7 +9,7 @@
 module Dependabot
   module Elm
     class Version < Gem::Version
-      VERSION_PATTERN = "[0-9]+\.[0-9]+\.[0-9]+"
+      VERSION_PATTERN = "[0-9]+\\.[0-9]+\\.[0-9]+"
       VERSION_PATTERN_REGEX = /\A#{VERSION_PATTERN}\Z/
 
       def self.correct?(version)
diff --git a/hex/spec/dependabot/hex/update_checker/file_preparer_spec.rb b/hex/spec/dependabot/hex/update_checker/file_preparer_spec.rb
index f69fb05ef42..418154f71bb 100644
--- a/hex/spec/dependabot/hex/update_checker/file_preparer_spec.rb
+++ b/hex/spec/dependabot/hex/update_checker/file_preparer_spec.rb
@@ -210,7 +210,7 @@
           it "updates the pin" do
             expect(prepared_mixfile.content).to include(
               '{:phoenix, ">= 0", github: "dependabot-fixtures/phoenix", ' \
-              "ref: \'v1.2.1\'}"
+              "ref: 'v1.2.1'}"
             )
           end
         end
diff --git a/python/lib/dependabot/python/file_updater/pip_compile_file_updater.rb b/python/lib/dependabot/python/file_updater/pip_compile_file_updater.rb
index 2ac1fe5ef15..c99a2fc126a 100644
--- a/python/lib/dependabot/python/file_updater/pip_compile_file_updater.rb
+++ b/python/lib/dependabot/python/file_updater/pip_compile_file_updater.rb
@@ -213,7 +213,8 @@ def write_updated_dependency_files
         end
 
         def install_required_python
-          return if run_command("pyenv versions").include?("\ #{python_version}")
+          # The leading space is important
+          return if run_command("pyenv versions").include?(" #{python_version}")
 
           run_command("pyenv install -s #{python_version}")
           run_command("pyenv exec pip install --upgrade pip")
diff --git a/python/lib/dependabot/python/update_checker/pip_compile_version_resolver.rb b/python/lib/dependabot/python/update_checker/pip_compile_version_resolver.rb
index 2e2b418a1e0..e6deffdbf71 100644
--- a/python/lib/dependabot/python/update_checker/pip_compile_version_resolver.rb
+++ b/python/lib/dependabot/python/update_checker/pip_compile_version_resolver.rb
@@ -320,7 +320,8 @@ def write_original_manifest_files
         end
 
         def install_required_python
-          return if run_command("pyenv versions").include?("\ #{python_version}")
+          # The leading space is important
+          return if run_command("pyenv versions").include?(" #{python_version}")
 
           run_command("pyenv install -s #{python_version}")
           run_command("pyenv exec pip install --upgrade pip")
diff --git a/python/lib/dependabot/python/update_checker/pipenv_version_resolver.rb b/python/lib/dependabot/python/update_checker/pipenv_version_resolver.rb
index 9684630b225..4f4be792b22 100644
--- a/python/lib/dependabot/python/update_checker/pipenv_version_resolver.rb
+++ b/python/lib/dependabot/python/update_checker/pipenv_version_resolver.rb
@@ -320,7 +320,8 @@ def install_required_python
             nil
           end
 
-          return if run_command("pyenv versions").include?("\ #{python_version}")
+          # The leading space is important
+          return if run_command("pyenv versions").include?(" #{python_version}")
 
           requirements_path = NativeHelpers.python_requirements_path
           run_command("pyenv install -s #{python_version}")