diff --git a/Library/Homebrew/.ruby-version b/Library/Homebrew/.ruby-version
index f9892605c7..4f5e69734c 100644
--- a/Library/Homebrew/.ruby-version
+++ b/Library/Homebrew/.ruby-version
@@ -1 +1 @@
-3.4.4
+3.4.5
diff --git a/Library/Homebrew/Gemfile.lock b/Library/Homebrew/Gemfile.lock
index 629829ca5c..0fc972ee8a 100644
--- a/Library/Homebrew/Gemfile.lock
+++ b/Library/Homebrew/Gemfile.lock
@@ -218,7 +218,7 @@ DEPENDENCIES
   yard-sorbet
 
 RUBY VERSION
-   ruby 3.4.4p34
+   ruby 3.4.5p51
 
 BUNDLED WITH
-   2.6.7
+   2.6.9
diff --git a/Library/Homebrew/utils/gems.rb b/Library/Homebrew/utils/gems.rb
index d7a1ece973..aea750a9ae 100644
--- a/Library/Homebrew/utils/gems.rb
+++ b/Library/Homebrew/utils/gems.rb
@@ -10,7 +10,7 @@ Homebrew::FastBootRequire.from_rubylibdir("English")
 module Homebrew
   # Keep in sync with the `Gemfile.lock`'s BUNDLED WITH.
   # After updating this, run `brew vendor-gems --update=--bundler`.
-  HOMEBREW_BUNDLER_VERSION = "2.6.7"
+  HOMEBREW_BUNDLER_VERSION = "2.6.9"
 
   # Bump this whenever a committed vendored gem is later added to or exclusion removed from gitignore.
   # This will trigger it to reinstall properly if `brew install-bundler-gems` needs it.
diff --git a/Library/Homebrew/vendor/bundle/bundler/setup.rb b/Library/Homebrew/vendor/bundle/bundler/setup.rb
index a2367191c1..c5ddee3ffc 100644
--- a/Library/Homebrew/vendor/bundle/bundler/setup.rb
+++ b/Library/Homebrew/vendor/bundle/bundler/setup.rb
@@ -118,7 +118,7 @@ $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/stackprof-0.2.27/lib")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/yard-0.9.37/lib")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/yard-sorbet-0.9.0/lib")
-$:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/tapioca-0.17.5/lib")
+$:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/tapioca-0.17.6/lib")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/extensions/arm64-darwin-20/#{Gem.extension_api_version}/vernier-1.8.0")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/vernier-1.8.0/lib")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/warning-1.5.0/lib")
diff --git a/Library/Homebrew/vendor/portable-ruby-arm64-darwin b/Library/Homebrew/vendor/portable-ruby-arm64-darwin
index be6f2f64eb..ae6c19713c 100644
--- a/Library/Homebrew/vendor/portable-ruby-arm64-darwin
+++ b/Library/Homebrew/vendor/portable-ruby-arm64-darwin
@@ -1,2 +1,2 @@
 ruby_TAG=arm64_big_sur
-ruby_SHA=fd162df7a06190ee800a9e6afd28f4466d33548821a480ba043cd927b44d60f7
+ruby_SHA=20fa657858e44a4b39171d6e4111f8a9716eb62a78ebbd1491d94f90bb7b830a
diff --git a/Library/Homebrew/vendor/portable-ruby-arm64-linux b/Library/Homebrew/vendor/portable-ruby-arm64-linux
index 775700f340..dee29a6cc8 100644
--- a/Library/Homebrew/vendor/portable-ruby-arm64-linux
+++ b/Library/Homebrew/vendor/portable-ruby-arm64-linux
@@ -1,2 +1,2 @@
 ruby_TAG=arm64_linux
-ruby_SHA=0ef476ef3a86632414a79055814ef7e545294a8329939f3fb3b3016decac6cd3
+ruby_SHA=58ab194fb0513e8d3f5a3b9a8658cb9909438b405308bf898508eed2b83afc7d
diff --git a/Library/Homebrew/vendor/portable-ruby-version b/Library/Homebrew/vendor/portable-ruby-version
index f9892605c7..4f5e69734c 100644
--- a/Library/Homebrew/vendor/portable-ruby-version
+++ b/Library/Homebrew/vendor/portable-ruby-version
@@ -1 +1 @@
-3.4.4
+3.4.5
diff --git a/Library/Homebrew/vendor/portable-ruby-x86_64-darwin b/Library/Homebrew/vendor/portable-ruby-x86_64-darwin
index ed1f817e2f..bb2135d506 100644
--- a/Library/Homebrew/vendor/portable-ruby-x86_64-darwin
+++ b/Library/Homebrew/vendor/portable-ruby-x86_64-darwin
@@ -1,2 +1,2 @@
 ruby_TAG=el_capitan
-ruby_SHA=45cea656cc5b5f5b53a9d4fc9e6c88d3a29b3aac862d1a55f1c70df534df5636
+ruby_SHA=0c78b38f22fb9b42df6918db00e6f5a80d5b35164f910ffe4c89159326ae98cf
diff --git a/Library/Homebrew/vendor/portable-ruby-x86_64-linux b/Library/Homebrew/vendor/portable-ruby-x86_64-linux
index e7c3143b24..abfa5d09bb 100644
--- a/Library/Homebrew/vendor/portable-ruby-x86_64-linux
+++ b/Library/Homebrew/vendor/portable-ruby-x86_64-linux
@@ -1,2 +1,2 @@
 ruby_TAG=x86_64_linux
-ruby_SHA=b5c9268815fbab7b7971307b2871f4206e081218b9deb4625d668d6c3563483b
+ruby_SHA=5ea0e3a30feef0743da5a2924c8a71baead1b9f1d571afbd675bc556e59705f5