diff --git a/Library/.rubocop.yml b/Library/.rubocop.yml
index b0ecdc23ee..1f0e6aea74 100644
--- a/Library/.rubocop.yml
+++ b/Library/.rubocop.yml
@@ -1,13 +1,13 @@
 ---
 plugins:
+  - rubocop-md:
+      plugin_class_name: RuboCop::Markdown::Plugin
   - rubocop-rspec:
       plugin_class_name: RuboCop::RSpec::Plugin
 
 require:
   - ./Homebrew/rubocops.rb
-  - rubocop-md
   - rubocop-performance
-  - rubocop-rspec
   - rubocop-sorbet
 
 inherit_mode:
diff --git a/Library/Homebrew/Gemfile.lock b/Library/Homebrew/Gemfile.lock
index 9893a28e61..28ee78c2b6 100644
--- a/Library/Homebrew/Gemfile.lock
+++ b/Library/Homebrew/Gemfile.lock
@@ -89,8 +89,9 @@ GEM
       unicode-display_width (>= 2.4.0, < 4.0)
     rubocop-ast (1.38.1)
       parser (>= 3.3.1.0)
-    rubocop-md (1.2.4)
-      rubocop (>= 1.45)
+    rubocop-md (2.0.0)
+      lint_roller (~> 1.1)
+      rubocop (>= 1.72.1)
     rubocop-performance (1.23.1)
       rubocop (>= 1.48.1, < 2.0)
       rubocop-ast (>= 1.31.1, < 2.0)
diff --git a/Library/Homebrew/vendor/bundle/bundler/setup.rb b/Library/Homebrew/vendor/bundle/bundler/setup.rb
index 782d307558..f5396cde63 100644
--- a/Library/Homebrew/vendor/bundle/bundler/setup.rb
+++ b/Library/Homebrew/vendor/bundle/bundler/setup.rb
@@ -95,7 +95,7 @@ $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/unicode-emoji-4.0.4/lib")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/unicode-display_width-3.1.4/lib")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/rubocop-1.73.2/lib")
-$:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/rubocop-md-1.2.4/lib")
+$:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/rubocop-md-2.0.0/lib")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/rubocop-performance-1.23.1/lib")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/rubocop-rspec-3.5.0/lib")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/rubocop-sorbet-0.8.9/lib")