diff --git a/.buildkite/commands/build-for-testing.sh b/.buildkite/commands/build-for-testing.sh
index 1f66c9b2e2f0..2fda0beeb241 100755
--- a/.buildkite/commands/build-for-testing.sh
+++ b/.buildkite/commands/build-for-testing.sh
@@ -12,9 +12,7 @@ if [[ "$APP" != "wordpress" && "$APP" != "jetpack" ]]; then
   exit 1
 fi
 
-echo "--- :beer: Installing Homebrew Dependencies"
-brew tap FelixHerrmann/tap
-brew install swift-package-list
+"$(dirname "${BASH_SOURCE[0]}")/install-swift-package-list.sh"
 
 "$(dirname "${BASH_SOURCE[0]}")/shared-set-up.sh"
 
@@ -26,8 +24,8 @@ echo "--- :closed_lock_with_key: Installing Secrets"
 bundle exec fastlane run configure_apply
 
 echo "--- :hammer_and_wrench: Building"
-bundle exec fastlane build_${APP}_for_testing
+bundle exec fastlane "build_${APP}_for_testing"
 
 echo "--- :arrow_up: Upload Build Products"
-tar -cf build-products-${APP}.tar DerivedData/Build/Products/
-upload_artifact build-products-${APP}.tar
+tar -cf "build-products-${APP}.tar" DerivedData/Build/Products/
+upload_artifact "build-products-${APP}.tar"
diff --git a/.buildkite/commands/install-swift-package-list.sh b/.buildkite/commands/install-swift-package-list.sh
new file mode 100755
index 000000000000..c88884d1f42e
--- /dev/null
+++ b/.buildkite/commands/install-swift-package-list.sh
@@ -0,0 +1,8 @@
+#!/bin/bash -eu
+
+echo "--- :beer::swift: Installing swift-package-list via Homebrew"
+brew tap FelixHerrmann/tap
+if brew help trust >/dev/null 2>&1; then
+  brew trust FelixHerrmann/tap
+fi
+brew install swift-package-list
diff --git a/.buildkite/commands/shared-set-up-distribution.sh b/.buildkite/commands/shared-set-up-distribution.sh
index f81d9639d045..c5062c5f293d 100755
--- a/.buildkite/commands/shared-set-up-distribution.sh
+++ b/.buildkite/commands/shared-set-up-distribution.sh
@@ -1,11 +1,13 @@
 #!/bin/bash -eu
 
+# Homebrew 6 ask-mode prompts before installing dependencies and hangs on the CI PTY.
+export HOMEBREW_NO_ASK=1
+
 echo "--- :beer: Installing Homebrew Dependencies"
 # Sentry CLI needs to be up-to-date
 brew upgrade sentry-cli
 
-brew tap FelixHerrmann/tap
-brew install swift-package-list
+"$(dirname "${BASH_SOURCE[0]}")/install-swift-package-list.sh"
 
 brew install imagemagick
 brew install ghostscript
diff --git a/.bundle/config b/.bundle/config
index ae257f93d28f..84067808eb46 100644
--- a/.bundle/config
+++ b/.bundle/config
@@ -3,4 +3,4 @@ BUNDLE_PATH: "vendor/bundle"
 BUNDLE_JOBS: "3"
 BUNDLE_WITHOUT: "screenshots"
 BUNDLE_RETRY: "3"
-BUNDLE_SPECIFIC_PLATFORM: "false"
+BUNDLE_FORCE_RUBY_PLATFORM: "true"
diff --git a/.ruby-version b/.ruby-version
index be94e6f53db6..7bcbb3808b50 100644
--- a/.ruby-version
+++ b/.ruby-version
@@ -1 +1 @@
-3.2.2
+3.4.9
diff --git a/.xcode-version b/.xcode-version
index 3e9e908d3126..7363977a2ac2 100644
--- a/.xcode-version
+++ b/.xcode-version
@@ -1 +1 @@
-26.4.1
+26.6
diff --git a/Gemfile.lock b/Gemfile.lock
index 63e4bab1e096..347a6c843740 100644
--- a/Gemfile.lock
+++ b/Gemfile.lock
@@ -399,4 +399,4 @@ DEPENDENCIES
   rubocop-rake (~> 0.7)
 
 BUNDLED WITH
-   2.4.22
+   4.0.15