diff --git a/benchmarks/Makefile.am b/benchmarks/Makefile.am
index 3ab35e37ca871..ed5797880d22c 100644
--- a/benchmarks/Makefile.am
+++ b/benchmarks/Makefile.am
@@ -91,8 +91,8 @@ $(benchmarks_protoc_outputs_proto2_header): protoc_middleman2
 
 initialize_submodule:
 	oldpwd=`pwd`
-	cd $(top_srcdir) && git submodule update --init -r third_party/benchmark && \
-		cd third_party/benchmark && cmake -DCMAKE_BUILD_TYPE=Release && make
+	cd $(top_srcdir) && git submodule update --init -r third_party/benchmark && cd third_party/benchmark \
+	 && cmake -DCMAKE_BUILD_TYPE=Release && make
 	cd $$oldpwd
 	touch initialize_submodule
 
diff --git a/kokoro/macos/objectivec_cocoapods_integration/build.sh b/kokoro/macos/objectivec_cocoapods_integration/build.sh
index f96d2899d9093..1ba4369424fb1 100755
--- a/kokoro/macos/objectivec_cocoapods_integration/build.sh
+++ b/kokoro/macos/objectivec_cocoapods_integration/build.sh
@@ -5,6 +5,9 @@
 # Change to repo root
 cd $(dirname $0)/../../..
 
+# Fix locale issues in Monterey.
+export LC_ALL=en_US.UTF-8
+
 # Prepare worker environment to run tests
 source kokoro/macos/prepare_build_macos_rc
 
diff --git a/kokoro/macos/prepare_build_macos_rc b/kokoro/macos/prepare_build_macos_rc
index c0017b64ac822..75b50c09f93c3 100755
--- a/kokoro/macos/prepare_build_macos_rc
+++ b/kokoro/macos/prepare_build_macos_rc
@@ -4,14 +4,15 @@
 
 set -eux
 
+export HOMEBREW_PREFIX=$(brew --prefix)
+
 ##
 # Select Xcode version
 
-# Remember to update the Xcode version when Xcode_11.3.app is not available.
-# If xcode is not available, it will probably encounter the failure for
-# "autom4te: need GNU m4 1.4 or later: /usr/bin/m4"
-# go/kokoro/userdocs/macos/selecting_xcode.md for more information.
-export DEVELOPER_DIR=/Applications/Xcode_11.3.app/Contents/Developer
+##
+# Select Xcode version
+export DEVELOPER_DIR=/Applications/Xcode_13.3.1.app/Contents/Developer
+sudo xcode-select -s "${DEVELOPER_DIR}"
 
 ##
 # Select C/C++ compilers
@@ -19,22 +20,26 @@ export DEVELOPER_DIR=/Applications/Xcode_11.3.app/Contents/Developer
 export CC=gcc
 export CXX=g++
 
+##
+# Install Python 2 by default
+
+eval "$(pyenv init -)"
+pyenv install -v -s 2.7.18 && pyenv global 2.7.18
+
 ##
 # Install Tox
 
 if [[ "${KOKORO_INSTALL_TOX:-}" == "yes" ]] ; then
-  sudo python3 -m pip install --upgrade pip tox
+  pyenv install -v -s 3.7.13
+  pyenv global 3.7.13
+  sudo python -m pip install --upgrade pip tox tox-pyenv
 fi
 
 ##
-# Install RVM
-
+# Setup RVM
 if [[ "${KOKORO_INSTALL_RVM:-}" == "yes" ]] ; then
-  curl -sSL https://rvm.io/mpapis.asc | gpg --import -
-  curl -sSL https://rvm.io/pkuczynski.asc | gpg --import -
-
-  # Old OpenSSL versions cannot handle the SSL certificate used by
-  # https://get.rvm.io, so as a workaround we download RVM directly from
-  # GitHub. See this issue for details: https://github.com/rvm/rvm/issues/5133
-  curl -sSL https://raw.githubusercontent.com/rvm/rvm/master/binscripts/rvm-installer | bash -s stable --ruby
+    git config --global --add safe.directory $HOMEBREW_PREFIX/Library/Taps/homebrew/homebrew-cask
+    git config --global --add safe.directory $HOMEBREW_PREFIX/Library/Taps/homebrew/homebrew-core
+    git config --global --add safe.directory $HOMEBREW_PREFIX/Library/Taps/homebrew/homebrew-services
+    sudo chown -R $(whoami) $HOME/.rvm/
 fi
diff --git a/kokoro/release/ruby/macos/build_artifacts.sh b/kokoro/release/ruby/macos/build_artifacts.sh
index c68b63cc43d7d..a109d45b6166b 100755
--- a/kokoro/release/ruby/macos/build_artifacts.sh
+++ b/kokoro/release/ruby/macos/build_artifacts.sh
@@ -12,8 +12,5 @@ export ARTIFACT_DIR=$(pwd)/artifacts
 # ruby environment
 bash kokoro/release/ruby/macos/ruby/ruby_build_environment.sh
 
-gem install rubygems-update
-update_rubygems
-
 # build artifacts
 bash kokoro/release/ruby/macos/ruby/ruby_build.sh
diff --git a/kokoro/release/ruby/macos/ruby/ruby_build_environment.sh b/kokoro/release/ruby/macos/ruby/ruby_build_environment.sh
index 98270d138338b..3c625b6c14535 100755
--- a/kokoro/release/ruby/macos/ruby/ruby_build_environment.sh
+++ b/kokoro/release/ruby/macos/ruby/ruby_build_environment.sh
@@ -2,6 +2,10 @@
 
 set -ex
 
+# Fix permissions
+sudo chown -R $(whoami) $HOME/.rvm/
+sudo chown -R $(whoami) /Library/Ruby/
+
 set +ex  # rvm script is very verbose and exits with errorcode
 source $HOME/.rvm/scripts/rvm
 set -e  # rvm commands are very verbose
diff --git a/objectivec/DevTools/full_mac_build.sh b/objectivec/DevTools/full_mac_build.sh
index 49b0ff404b558..9ed5b15b2357b 100755
--- a/objectivec/DevTools/full_mac_build.sh
+++ b/objectivec/DevTools/full_mac_build.sh
@@ -234,8 +234,9 @@ fi
 objectivec/generate_well_known_types.sh --check-only -j "${NUM_MAKE_JOBS}"
 
 header "Checking on the ObjC Runtime Code"
-objectivec/DevTools/pddm_tests.py
-if ! objectivec/DevTools/pddm.py --dry-run objectivec/*.[hm] objectivec/Tests/*.[hm] ; then
+LOCAL_PYTHON=python
+"${LOCAL_PYTHON}" objectivec/DevTools/pddm_tests.py
+if ! "${LOCAL_PYTHON}" objectivec/DevTools/pddm.py --dry-run objectivec/*.[hm] objectivec/Tests/*.[hm] ; then
   echo ""
   echo "Update by running:"
   echo "   objectivec/DevTools/pddm.py objectivec/*.[hm] objectivec/Tests/*.[hm]"
diff --git a/objectivec/Tests/CocoaPods/run_tests.sh b/objectivec/Tests/CocoaPods/run_tests.sh
index 35bcc18df7a9d..4f65042bca7dd 100755
--- a/objectivec/Tests/CocoaPods/run_tests.sh
+++ b/objectivec/Tests/CocoaPods/run_tests.sh
@@ -128,7 +128,7 @@ do_test() {
     # errors.
     xcodebuild_args+=(
         -sdk iphonesimulator ONLY_ACTIVE_ARCH=NO
-        -destination "platform=iOS Simulator,name=iPad 2,OS=9.3"
+        -destination "platform=iOS Simulator,name=iPad Air (5th generation),OS=15.4"
     )
   fi
 
diff --git a/tests.sh b/tests.sh
index 176bc5f2bc6ec..4753b141e3ded 100755
--- a/tests.sh
+++ b/tests.sh
@@ -27,17 +27,6 @@ build_cpp() {
   internal_build_cpp
   make check -j$(nproc) || (cat src/test-suite.log; false)
   cd conformance && make test_cpp && cd ..
-
-  # The benchmark code depends on cmake, so test if it is installed before
-  # trying to do the build.
-  if [[ $(type cmake 2>/dev/null) ]]; then
-    # Verify benchmarking code can build successfully.
-    cd benchmarks && make cpp-benchmark && cd ..
-  else
-    echo ""
-    echo "WARNING: Skipping validation of the bench marking code, cmake isn't installed."
-    echo ""
-  fi
 }
 
 build_cpp_tcmalloc() {
@@ -333,7 +322,7 @@ build_python() {
   if [ $(uname -s) == "Linux" ]; then
     envlist=py\{35,36\}-python
   else
-    envlist=py\{36\}-python
+    envlist=py\{37\}-python
   fi
   python -m tox -e $envlist
   cd ..
@@ -387,7 +376,7 @@ build_python_cpp() {
   if [ $(uname -s) == "Linux" ]; then
     envlist=py\{35,36\}-cpp
   else
-    envlist=py\{36\}-cpp
+    envlist=py\{37\}-cpp
   fi
   tox -e $envlist
   cd ..