From 366db82152759d8291f5c11066ad128938974c71 Mon Sep 17 00:00:00 2001
From: Tom de Bruijn <tom@tomdebruijn.com>
Date: Wed, 24 Jul 2024 09:17:34 +0200
Subject: [PATCH] Add macOS build to CI

Make sure AppSignal works on macOS too. Only test the primary Ruby
builds. No need to test every gemset on macOS too. We just want to know
if the Ruby gem installs and works.

Part of #299
---
 .github/workflows/ci.yml                      | 616 +++++++++++-------
 Rakefile                                      |  38 +-
 .../extension_install_failure_spec.rb         |   6 +-
 spec/support/helpers/dependency_helper.rb     |   4 +
 4 files changed, 435 insertions(+), 229 deletions(-)

diff --git a/.github/workflows/ci.yml b/.github/workflows/ci.yml
index 0c2d2dcd3..c0b26c703 100644
--- a/.github/workflows/ci.yml
+++ b/.github/workflows/ci.yml
@@ -2,7 +2,7 @@
 # This is a generated file by the `rake build_matrix:github:generate` task.
 # See `build_matrix.yml` for the build matrix.
 # Generate this file with `rake build_matrix:github:generate`.
-# Generated job count: 117
+# Generated job count: 123
 ---
 name: Ruby gem CI
 'on':
@@ -73,7 +73,7 @@ jobs:
       working-directory: spec/integration/diagnose
       env:
         LANGUAGE: ruby
-  ruby_3-3-1:
+  ruby_3-3-1_ubuntu-latest:
     name: Ruby 3.3.1
     needs: validation
     runs-on: ubuntu-latest
@@ -102,9 +102,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/no_dependencies.gemfile
-  ruby_3-3-1__capistrano2:
+  ruby_3-3-1__capistrano2_ubuntu-latest:
     name: Ruby 3.3.1 - capistrano2
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -129,9 +129,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/capistrano2.gemfile
-  ruby_3-3-1__capistrano3:
+  ruby_3-3-1__capistrano3_ubuntu-latest:
     name: Ruby 3.3.1 - capistrano3
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -156,9 +156,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/capistrano3.gemfile
-  ruby_3-3-1__dry-monitor:
+  ruby_3-3-1__dry-monitor_ubuntu-latest:
     name: Ruby 3.3.1 - dry-monitor
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -183,9 +183,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/dry-monitor.gemfile
-  ruby_3-3-1__grape:
+  ruby_3-3-1__grape_ubuntu-latest:
     name: Ruby 3.3.1 - grape
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -210,9 +210,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/grape.gemfile
-  ruby_3-3-1__hanami-2-0:
+  ruby_3-3-1__hanami-2-0_ubuntu-latest:
     name: Ruby 3.3.1 - hanami-2.0
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -237,9 +237,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/hanami-2.0.gemfile
-  ruby_3-3-1__hanami-2-1:
+  ruby_3-3-1__hanami-2-1_ubuntu-latest:
     name: Ruby 3.3.1 - hanami-2.1
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -264,9 +264,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/hanami-2.1.gemfile
-  ruby_3-3-1__http5:
+  ruby_3-3-1__http5_ubuntu-latest:
     name: Ruby 3.3.1 - http5
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -291,9 +291,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/http5.gemfile
-  ruby_3-3-1__padrino:
+  ruby_3-3-1__padrino_ubuntu-latest:
     name: Ruby 3.3.1 - padrino
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -318,9 +318,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/padrino.gemfile
-  ruby_3-3-1__psych-3:
+  ruby_3-3-1__psych-3_ubuntu-latest:
     name: Ruby 3.3.1 - psych-3
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -345,9 +345,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/psych-3.gemfile
-  ruby_3-3-1__psych-4:
+  ruby_3-3-1__psych-4_ubuntu-latest:
     name: Ruby 3.3.1 - psych-4
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -372,9 +372,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/psych-4.gemfile
-  ruby_3-3-1__que:
+  ruby_3-3-1__que_ubuntu-latest:
     name: Ruby 3.3.1 - que
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -399,9 +399,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/que.gemfile
-  ruby_3-3-1__que_beta:
+  ruby_3-3-1__que_beta_ubuntu-latest:
     name: Ruby 3.3.1 - que_beta
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -426,9 +426,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/que_beta.gemfile
-  ruby_3-3-1__rails-6-1:
+  ruby_3-3-1__rails-6-1_ubuntu-latest:
     name: Ruby 3.3.1 - rails-6.1
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -453,9 +453,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-6.1.gemfile
-  ruby_3-3-1__rails-7-0:
+  ruby_3-3-1__rails-7-0_ubuntu-latest:
     name: Ruby 3.3.1 - rails-7.0
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -480,9 +480,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-7.0.gemfile
-  ruby_3-3-1__rails-7-1:
+  ruby_3-3-1__rails-7-1_ubuntu-latest:
     name: Ruby 3.3.1 - rails-7.1
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -507,9 +507,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-7.1.gemfile
-  ruby_3-3-1__sequel:
+  ruby_3-3-1__sequel_ubuntu-latest:
     name: Ruby 3.3.1 - sequel
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -534,9 +534,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/sequel.gemfile
-  ruby_3-3-1__sinatra:
+  ruby_3-3-1__sinatra_ubuntu-latest:
     name: Ruby 3.3.1 - sinatra
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -561,9 +561,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/sinatra.gemfile
-  ruby_3-3-1__webmachine1:
+  ruby_3-3-1__webmachine1_ubuntu-latest:
     name: Ruby 3.3.1 - webmachine1
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -588,9 +588,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/webmachine1.gemfile
-  ruby_3-3-1__webmachine2:
+  ruby_3-3-1__webmachine2_ubuntu-latest:
     name: Ruby 3.3.1 - webmachine2
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -615,9 +615,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/webmachine2.gemfile
-  ruby_3-3-1__redis-4:
+  ruby_3-3-1__redis-4_ubuntu-latest:
     name: Ruby 3.3.1 - redis-4
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -642,9 +642,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/redis-4.gemfile
-  ruby_3-3-1__redis-5:
+  ruby_3-3-1__redis-5_ubuntu-latest:
     name: Ruby 3.3.1 - redis-5
-    needs: ruby_3-3-1
+    needs: ruby_3-3-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -669,7 +669,36 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/redis-5.gemfile
-  ruby_3-2-1:
+  ruby_3-3-1_macos-14:
+    name: Ruby 3.3.1 (macos-14)
+    needs: validation
+    runs-on: macos-14
+    steps:
+    - name: Check out repository
+      uses: actions/checkout@v4
+    - name: Install Ruby
+      uses: ruby/setup-ruby@v1
+      with:
+        ruby-version: 3.3.1
+        bundler-cache: true
+    - name: Install gem extension
+      run: "./support/bundler_wrapper exec rake extension:install"
+    - name: Print extension install report
+      run: "[ -e ext/install.report ] && cat ext/install.report || echo 'No ext/install.report
+        file found'"
+    - name: Print Makefile log file
+      run: "[ -f ext/mkmf.log ] && cat ext/mkmf.log || echo 'No ext/mkmf.log file
+        found'"
+    - name: Run tests
+      run: "./support/bundler_wrapper exec rake test"
+    - name: Run tests without extension
+      run: "./support/bundler_wrapper exec rake test:failure"
+    env:
+      RAILS_ENV: test
+      JRUBY_OPTS: ''
+      COV: '1'
+      BUNDLE_GEMFILE: gemfiles/no_dependencies.gemfile
+  ruby_3-2-1_ubuntu-latest:
     name: Ruby 3.2.1
     needs: validation
     runs-on: ubuntu-latest
@@ -698,9 +727,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/no_dependencies.gemfile
-  ruby_3-2-1__capistrano2:
+  ruby_3-2-1__capistrano2_ubuntu-latest:
     name: Ruby 3.2.1 - capistrano2
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -725,9 +754,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/capistrano2.gemfile
-  ruby_3-2-1__capistrano3:
+  ruby_3-2-1__capistrano3_ubuntu-latest:
     name: Ruby 3.2.1 - capistrano3
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -752,9 +781,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/capistrano3.gemfile
-  ruby_3-2-1__dry-monitor:
+  ruby_3-2-1__dry-monitor_ubuntu-latest:
     name: Ruby 3.2.1 - dry-monitor
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -779,9 +808,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/dry-monitor.gemfile
-  ruby_3-2-1__grape:
+  ruby_3-2-1__grape_ubuntu-latest:
     name: Ruby 3.2.1 - grape
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -806,9 +835,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/grape.gemfile
-  ruby_3-2-1__hanami-2-0:
+  ruby_3-2-1__hanami-2-0_ubuntu-latest:
     name: Ruby 3.2.1 - hanami-2.0
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -833,9 +862,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/hanami-2.0.gemfile
-  ruby_3-2-1__hanami-2-1:
+  ruby_3-2-1__hanami-2-1_ubuntu-latest:
     name: Ruby 3.2.1 - hanami-2.1
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -860,9 +889,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/hanami-2.1.gemfile
-  ruby_3-2-1__http5:
+  ruby_3-2-1__http5_ubuntu-latest:
     name: Ruby 3.2.1 - http5
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -887,9 +916,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/http5.gemfile
-  ruby_3-2-1__padrino:
+  ruby_3-2-1__padrino_ubuntu-latest:
     name: Ruby 3.2.1 - padrino
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -914,9 +943,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/padrino.gemfile
-  ruby_3-2-1__psych-3:
+  ruby_3-2-1__psych-3_ubuntu-latest:
     name: Ruby 3.2.1 - psych-3
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -941,9 +970,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/psych-3.gemfile
-  ruby_3-2-1__psych-4:
+  ruby_3-2-1__psych-4_ubuntu-latest:
     name: Ruby 3.2.1 - psych-4
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -968,9 +997,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/psych-4.gemfile
-  ruby_3-2-1__que:
+  ruby_3-2-1__que_ubuntu-latest:
     name: Ruby 3.2.1 - que
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -995,9 +1024,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/que.gemfile
-  ruby_3-2-1__que_beta:
+  ruby_3-2-1__que_beta_ubuntu-latest:
     name: Ruby 3.2.1 - que_beta
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1022,9 +1051,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/que_beta.gemfile
-  ruby_3-2-1__rails-6-1:
+  ruby_3-2-1__rails-6-1_ubuntu-latest:
     name: Ruby 3.2.1 - rails-6.1
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1049,9 +1078,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-6.1.gemfile
-  ruby_3-2-1__rails-7-0:
+  ruby_3-2-1__rails-7-0_ubuntu-latest:
     name: Ruby 3.2.1 - rails-7.0
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1076,9 +1105,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-7.0.gemfile
-  ruby_3-2-1__rails-7-1:
+  ruby_3-2-1__rails-7-1_ubuntu-latest:
     name: Ruby 3.2.1 - rails-7.1
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1103,9 +1132,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-7.1.gemfile
-  ruby_3-2-1__sequel:
+  ruby_3-2-1__sequel_ubuntu-latest:
     name: Ruby 3.2.1 - sequel
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1130,9 +1159,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/sequel.gemfile
-  ruby_3-2-1__sinatra:
+  ruby_3-2-1__sinatra_ubuntu-latest:
     name: Ruby 3.2.1 - sinatra
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1157,9 +1186,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/sinatra.gemfile
-  ruby_3-2-1__webmachine1:
+  ruby_3-2-1__webmachine1_ubuntu-latest:
     name: Ruby 3.2.1 - webmachine1
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1184,9 +1213,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/webmachine1.gemfile
-  ruby_3-2-1__webmachine2:
+  ruby_3-2-1__webmachine2_ubuntu-latest:
     name: Ruby 3.2.1 - webmachine2
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1211,9 +1240,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/webmachine2.gemfile
-  ruby_3-2-1__redis-4:
+  ruby_3-2-1__redis-4_ubuntu-latest:
     name: Ruby 3.2.1 - redis-4
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1238,9 +1267,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/redis-4.gemfile
-  ruby_3-2-1__redis-5:
+  ruby_3-2-1__redis-5_ubuntu-latest:
     name: Ruby 3.2.1 - redis-5
-    needs: ruby_3-2-1
+    needs: ruby_3-2-1_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1265,7 +1294,36 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/redis-5.gemfile
-  ruby_3-1-3:
+  ruby_3-2-1_macos-14:
+    name: Ruby 3.2.1 (macos-14)
+    needs: validation
+    runs-on: macos-14
+    steps:
+    - name: Check out repository
+      uses: actions/checkout@v4
+    - name: Install Ruby
+      uses: ruby/setup-ruby@v1
+      with:
+        ruby-version: 3.2.1
+        bundler-cache: true
+    - name: Install gem extension
+      run: "./support/bundler_wrapper exec rake extension:install"
+    - name: Print extension install report
+      run: "[ -e ext/install.report ] && cat ext/install.report || echo 'No ext/install.report
+        file found'"
+    - name: Print Makefile log file
+      run: "[ -f ext/mkmf.log ] && cat ext/mkmf.log || echo 'No ext/mkmf.log file
+        found'"
+    - name: Run tests
+      run: "./support/bundler_wrapper exec rake test"
+    - name: Run tests without extension
+      run: "./support/bundler_wrapper exec rake test:failure"
+    env:
+      RAILS_ENV: test
+      JRUBY_OPTS: ''
+      COV: '1'
+      BUNDLE_GEMFILE: gemfiles/no_dependencies.gemfile
+  ruby_3-1-3_ubuntu-latest:
     name: Ruby 3.1.3
     needs: validation
     runs-on: ubuntu-latest
@@ -1294,9 +1352,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/no_dependencies.gemfile
-  ruby_3-1-3__capistrano2:
+  ruby_3-1-3__capistrano2_ubuntu-latest:
     name: Ruby 3.1.3 - capistrano2
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1321,9 +1379,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/capistrano2.gemfile
-  ruby_3-1-3__capistrano3:
+  ruby_3-1-3__capistrano3_ubuntu-latest:
     name: Ruby 3.1.3 - capistrano3
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1348,9 +1406,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/capistrano3.gemfile
-  ruby_3-1-3__dry-monitor:
+  ruby_3-1-3__dry-monitor_ubuntu-latest:
     name: Ruby 3.1.3 - dry-monitor
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1375,9 +1433,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/dry-monitor.gemfile
-  ruby_3-1-3__grape:
+  ruby_3-1-3__grape_ubuntu-latest:
     name: Ruby 3.1.3 - grape
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1402,9 +1460,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/grape.gemfile
-  ruby_3-1-3__hanami-2-0:
+  ruby_3-1-3__hanami-2-0_ubuntu-latest:
     name: Ruby 3.1.3 - hanami-2.0
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1429,9 +1487,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/hanami-2.0.gemfile
-  ruby_3-1-3__hanami-2-1:
+  ruby_3-1-3__hanami-2-1_ubuntu-latest:
     name: Ruby 3.1.3 - hanami-2.1
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1456,9 +1514,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/hanami-2.1.gemfile
-  ruby_3-1-3__http5:
+  ruby_3-1-3__http5_ubuntu-latest:
     name: Ruby 3.1.3 - http5
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1483,9 +1541,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/http5.gemfile
-  ruby_3-1-3__padrino:
+  ruby_3-1-3__padrino_ubuntu-latest:
     name: Ruby 3.1.3 - padrino
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1510,9 +1568,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/padrino.gemfile
-  ruby_3-1-3__psych-3:
+  ruby_3-1-3__psych-3_ubuntu-latest:
     name: Ruby 3.1.3 - psych-3
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1537,9 +1595,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/psych-3.gemfile
-  ruby_3-1-3__psych-4:
+  ruby_3-1-3__psych-4_ubuntu-latest:
     name: Ruby 3.1.3 - psych-4
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1564,9 +1622,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/psych-4.gemfile
-  ruby_3-1-3__que:
+  ruby_3-1-3__que_ubuntu-latest:
     name: Ruby 3.1.3 - que
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1591,9 +1649,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/que.gemfile
-  ruby_3-1-3__que_beta:
+  ruby_3-1-3__que_beta_ubuntu-latest:
     name: Ruby 3.1.3 - que_beta
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1618,9 +1676,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/que_beta.gemfile
-  ruby_3-1-3__rails-6-1:
+  ruby_3-1-3__rails-6-1_ubuntu-latest:
     name: Ruby 3.1.3 - rails-6.1
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1645,9 +1703,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-6.1.gemfile
-  ruby_3-1-3__rails-7-0:
+  ruby_3-1-3__rails-7-0_ubuntu-latest:
     name: Ruby 3.1.3 - rails-7.0
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1672,9 +1730,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-7.0.gemfile
-  ruby_3-1-3__rails-7-1:
+  ruby_3-1-3__rails-7-1_ubuntu-latest:
     name: Ruby 3.1.3 - rails-7.1
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1699,9 +1757,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-7.1.gemfile
-  ruby_3-1-3__sequel:
+  ruby_3-1-3__sequel_ubuntu-latest:
     name: Ruby 3.1.3 - sequel
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1726,9 +1784,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/sequel.gemfile
-  ruby_3-1-3__sinatra:
+  ruby_3-1-3__sinatra_ubuntu-latest:
     name: Ruby 3.1.3 - sinatra
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1753,9 +1811,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/sinatra.gemfile
-  ruby_3-1-3__webmachine1:
+  ruby_3-1-3__webmachine1_ubuntu-latest:
     name: Ruby 3.1.3 - webmachine1
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1780,9 +1838,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/webmachine1.gemfile
-  ruby_3-1-3__webmachine2:
+  ruby_3-1-3__webmachine2_ubuntu-latest:
     name: Ruby 3.1.3 - webmachine2
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1807,9 +1865,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/webmachine2.gemfile
-  ruby_3-1-3__redis-4:
+  ruby_3-1-3__redis-4_ubuntu-latest:
     name: Ruby 3.1.3 - redis-4
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1834,9 +1892,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/redis-4.gemfile
-  ruby_3-1-3__redis-5:
+  ruby_3-1-3__redis-5_ubuntu-latest:
     name: Ruby 3.1.3 - redis-5
-    needs: ruby_3-1-3
+    needs: ruby_3-1-3_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1861,7 +1919,36 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/redis-5.gemfile
-  ruby_3-0-5:
+  ruby_3-1-3_macos-14:
+    name: Ruby 3.1.3 (macos-14)
+    needs: validation
+    runs-on: macos-14
+    steps:
+    - name: Check out repository
+      uses: actions/checkout@v4
+    - name: Install Ruby
+      uses: ruby/setup-ruby@v1
+      with:
+        ruby-version: 3.1.3
+        bundler-cache: true
+    - name: Install gem extension
+      run: "./support/bundler_wrapper exec rake extension:install"
+    - name: Print extension install report
+      run: "[ -e ext/install.report ] && cat ext/install.report || echo 'No ext/install.report
+        file found'"
+    - name: Print Makefile log file
+      run: "[ -f ext/mkmf.log ] && cat ext/mkmf.log || echo 'No ext/mkmf.log file
+        found'"
+    - name: Run tests
+      run: "./support/bundler_wrapper exec rake test"
+    - name: Run tests without extension
+      run: "./support/bundler_wrapper exec rake test:failure"
+    env:
+      RAILS_ENV: test
+      JRUBY_OPTS: ''
+      COV: '1'
+      BUNDLE_GEMFILE: gemfiles/no_dependencies.gemfile
+  ruby_3-0-5_ubuntu-latest:
     name: Ruby 3.0.5
     needs: validation
     runs-on: ubuntu-latest
@@ -1890,9 +1977,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/no_dependencies.gemfile
-  ruby_3-0-5__capistrano2:
+  ruby_3-0-5__capistrano2_ubuntu-latest:
     name: Ruby 3.0.5 - capistrano2
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1917,9 +2004,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/capistrano2.gemfile
-  ruby_3-0-5__capistrano3:
+  ruby_3-0-5__capistrano3_ubuntu-latest:
     name: Ruby 3.0.5 - capistrano3
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1944,9 +2031,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/capistrano3.gemfile
-  ruby_3-0-5__dry-monitor:
+  ruby_3-0-5__dry-monitor_ubuntu-latest:
     name: Ruby 3.0.5 - dry-monitor
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1971,9 +2058,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/dry-monitor.gemfile
-  ruby_3-0-5__grape:
+  ruby_3-0-5__grape_ubuntu-latest:
     name: Ruby 3.0.5 - grape
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -1998,9 +2085,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/grape.gemfile
-  ruby_3-0-5__hanami-2-0:
+  ruby_3-0-5__hanami-2-0_ubuntu-latest:
     name: Ruby 3.0.5 - hanami-2.0
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2025,9 +2112,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/hanami-2.0.gemfile
-  ruby_3-0-5__hanami-2-1:
+  ruby_3-0-5__hanami-2-1_ubuntu-latest:
     name: Ruby 3.0.5 - hanami-2.1
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2052,9 +2139,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/hanami-2.1.gemfile
-  ruby_3-0-5__http5:
+  ruby_3-0-5__http5_ubuntu-latest:
     name: Ruby 3.0.5 - http5
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2079,9 +2166,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/http5.gemfile
-  ruby_3-0-5__padrino:
+  ruby_3-0-5__padrino_ubuntu-latest:
     name: Ruby 3.0.5 - padrino
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2106,9 +2193,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/padrino.gemfile
-  ruby_3-0-5__psych-3:
+  ruby_3-0-5__psych-3_ubuntu-latest:
     name: Ruby 3.0.5 - psych-3
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2133,9 +2220,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/psych-3.gemfile
-  ruby_3-0-5__psych-4:
+  ruby_3-0-5__psych-4_ubuntu-latest:
     name: Ruby 3.0.5 - psych-4
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2160,9 +2247,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/psych-4.gemfile
-  ruby_3-0-5__que:
+  ruby_3-0-5__que_ubuntu-latest:
     name: Ruby 3.0.5 - que
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2187,9 +2274,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/que.gemfile
-  ruby_3-0-5__que_beta:
+  ruby_3-0-5__que_beta_ubuntu-latest:
     name: Ruby 3.0.5 - que_beta
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2214,9 +2301,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/que_beta.gemfile
-  ruby_3-0-5__rails-6-0:
+  ruby_3-0-5__rails-6-0_ubuntu-latest:
     name: Ruby 3.0.5 - rails-6.0
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2241,9 +2328,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-6.0.gemfile
-  ruby_3-0-5__rails-6-1:
+  ruby_3-0-5__rails-6-1_ubuntu-latest:
     name: Ruby 3.0.5 - rails-6.1
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2268,9 +2355,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-6.1.gemfile
-  ruby_3-0-5__rails-7-0:
+  ruby_3-0-5__rails-7-0_ubuntu-latest:
     name: Ruby 3.0.5 - rails-7.0
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2295,9 +2382,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-7.0.gemfile
-  ruby_3-0-5__rails-7-1:
+  ruby_3-0-5__rails-7-1_ubuntu-latest:
     name: Ruby 3.0.5 - rails-7.1
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2322,9 +2409,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-7.1.gemfile
-  ruby_3-0-5__sequel:
+  ruby_3-0-5__sequel_ubuntu-latest:
     name: Ruby 3.0.5 - sequel
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2349,9 +2436,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/sequel.gemfile
-  ruby_3-0-5__sinatra:
+  ruby_3-0-5__sinatra_ubuntu-latest:
     name: Ruby 3.0.5 - sinatra
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2376,9 +2463,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/sinatra.gemfile
-  ruby_3-0-5__webmachine1:
+  ruby_3-0-5__webmachine1_ubuntu-latest:
     name: Ruby 3.0.5 - webmachine1
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2403,9 +2490,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/webmachine1.gemfile
-  ruby_3-0-5__webmachine2:
+  ruby_3-0-5__webmachine2_ubuntu-latest:
     name: Ruby 3.0.5 - webmachine2
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2430,9 +2517,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/webmachine2.gemfile
-  ruby_3-0-5__redis-4:
+  ruby_3-0-5__redis-4_ubuntu-latest:
     name: Ruby 3.0.5 - redis-4
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2457,9 +2544,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/redis-4.gemfile
-  ruby_3-0-5__redis-5:
+  ruby_3-0-5__redis-5_ubuntu-latest:
     name: Ruby 3.0.5 - redis-5
-    needs: ruby_3-0-5
+    needs: ruby_3-0-5_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2484,7 +2571,36 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/redis-5.gemfile
-  ruby_2-7-8:
+  ruby_3-0-5_macos-14:
+    name: Ruby 3.0.5 (macos-14)
+    needs: validation
+    runs-on: macos-14
+    steps:
+    - name: Check out repository
+      uses: actions/checkout@v4
+    - name: Install Ruby
+      uses: ruby/setup-ruby@v1
+      with:
+        ruby-version: 3.0.5
+        bundler-cache: true
+    - name: Install gem extension
+      run: "./support/bundler_wrapper exec rake extension:install"
+    - name: Print extension install report
+      run: "[ -e ext/install.report ] && cat ext/install.report || echo 'No ext/install.report
+        file found'"
+    - name: Print Makefile log file
+      run: "[ -f ext/mkmf.log ] && cat ext/mkmf.log || echo 'No ext/mkmf.log file
+        found'"
+    - name: Run tests
+      run: "./support/bundler_wrapper exec rake test"
+    - name: Run tests without extension
+      run: "./support/bundler_wrapper exec rake test:failure"
+    env:
+      RAILS_ENV: test
+      JRUBY_OPTS: ''
+      COV: '1'
+      BUNDLE_GEMFILE: gemfiles/no_dependencies.gemfile
+  ruby_2-7-8_ubuntu-latest:
     name: Ruby 2.7.8
     needs: validation
     runs-on: ubuntu-latest
@@ -2513,9 +2629,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/no_dependencies.gemfile
-  ruby_2-7-8__capistrano2:
+  ruby_2-7-8__capistrano2_ubuntu-latest:
     name: Ruby 2.7.8 - capistrano2
-    needs: ruby_2-7-8
+    needs: ruby_2-7-8_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2540,9 +2656,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/capistrano2.gemfile
-  ruby_2-7-8__capistrano3:
+  ruby_2-7-8__capistrano3_ubuntu-latest:
     name: Ruby 2.7.8 - capistrano3
-    needs: ruby_2-7-8
+    needs: ruby_2-7-8_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2567,9 +2683,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/capistrano3.gemfile
-  ruby_2-7-8__grape:
+  ruby_2-7-8__grape_ubuntu-latest:
     name: Ruby 2.7.8 - grape
-    needs: ruby_2-7-8
+    needs: ruby_2-7-8_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2594,9 +2710,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/grape.gemfile
-  ruby_2-7-8__http5:
+  ruby_2-7-8__http5_ubuntu-latest:
     name: Ruby 2.7.8 - http5
-    needs: ruby_2-7-8
+    needs: ruby_2-7-8_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2621,9 +2737,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/http5.gemfile
-  ruby_2-7-8__padrino:
+  ruby_2-7-8__padrino_ubuntu-latest:
     name: Ruby 2.7.8 - padrino
-    needs: ruby_2-7-8
+    needs: ruby_2-7-8_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2648,9 +2764,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/padrino.gemfile
-  ruby_2-7-8__psych-3:
+  ruby_2-7-8__psych-3_ubuntu-latest:
     name: Ruby 2.7.8 - psych-3
-    needs: ruby_2-7-8
+    needs: ruby_2-7-8_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2675,9 +2791,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/psych-3.gemfile
-  ruby_2-7-8__psych-4:
+  ruby_2-7-8__psych-4_ubuntu-latest:
     name: Ruby 2.7.8 - psych-4
-    needs: ruby_2-7-8
+    needs: ruby_2-7-8_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2702,9 +2818,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/psych-4.gemfile
-  ruby_2-7-8__que:
+  ruby_2-7-8__que_ubuntu-latest:
     name: Ruby 2.7.8 - que
-    needs: ruby_2-7-8
+    needs: ruby_2-7-8_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2729,9 +2845,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/que.gemfile
-  ruby_2-7-8__que_beta:
+  ruby_2-7-8__que_beta_ubuntu-latest:
     name: Ruby 2.7.8 - que_beta
-    needs: ruby_2-7-8
+    needs: ruby_2-7-8_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2756,9 +2872,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/que_beta.gemfile
-  ruby_2-7-8__rails-6-0:
+  ruby_2-7-8__rails-6-0_ubuntu-latest:
     name: Ruby 2.7.8 - rails-6.0
-    needs: ruby_2-7-8
+    needs: ruby_2-7-8_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2783,9 +2899,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-6.0.gemfile
-  ruby_2-7-8__rails-6-1:
+  ruby_2-7-8__rails-6-1_ubuntu-latest:
     name: Ruby 2.7.8 - rails-6.1
-    needs: ruby_2-7-8
+    needs: ruby_2-7-8_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2810,9 +2926,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-6.1.gemfile
-  ruby_2-7-8__rails-7-0:
+  ruby_2-7-8__rails-7-0_ubuntu-latest:
     name: Ruby 2.7.8 - rails-7.0
-    needs: ruby_2-7-8
+    needs: ruby_2-7-8_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2837,9 +2953,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-7.0.gemfile
-  ruby_2-7-8__sequel:
+  ruby_2-7-8__sequel_ubuntu-latest:
     name: Ruby 2.7.8 - sequel
-    needs: ruby_2-7-8
+    needs: ruby_2-7-8_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2864,9 +2980,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/sequel.gemfile
-  ruby_2-7-8__sinatra:
+  ruby_2-7-8__sinatra_ubuntu-latest:
     name: Ruby 2.7.8 - sinatra
-    needs: ruby_2-7-8
+    needs: ruby_2-7-8_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2891,9 +3007,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/sinatra.gemfile
-  ruby_2-7-8__webmachine1:
+  ruby_2-7-8__webmachine1_ubuntu-latest:
     name: Ruby 2.7.8 - webmachine1
-    needs: ruby_2-7-8
+    needs: ruby_2-7-8_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2918,9 +3034,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/webmachine1.gemfile
-  ruby_2-7-8__webmachine2:
+  ruby_2-7-8__webmachine2_ubuntu-latest:
     name: Ruby 2.7.8 - webmachine2
-    needs: ruby_2-7-8
+    needs: ruby_2-7-8_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2945,9 +3061,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/webmachine2.gemfile
-  ruby_2-7-8__redis-4:
+  ruby_2-7-8__redis-4_ubuntu-latest:
     name: Ruby 2.7.8 - redis-4
-    needs: ruby_2-7-8
+    needs: ruby_2-7-8_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2972,9 +3088,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/redis-4.gemfile
-  ruby_2-7-8__redis-5:
+  ruby_2-7-8__redis-5_ubuntu-latest:
     name: Ruby 2.7.8 - redis-5
-    needs: ruby_2-7-8
+    needs: ruby_2-7-8_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -2999,7 +3115,36 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/redis-5.gemfile
-  ruby_jruby-9-4-7-0:
+  ruby_2-7-8_macos-14:
+    name: Ruby 2.7.8 (macos-14)
+    needs: validation
+    runs-on: macos-14
+    steps:
+    - name: Check out repository
+      uses: actions/checkout@v4
+    - name: Install Ruby
+      uses: ruby/setup-ruby@v1
+      with:
+        ruby-version: 2.7.8
+        bundler-cache: true
+    - name: Install gem extension
+      run: "./support/bundler_wrapper exec rake extension:install"
+    - name: Print extension install report
+      run: "[ -e ext/install.report ] && cat ext/install.report || echo 'No ext/install.report
+        file found'"
+    - name: Print Makefile log file
+      run: "[ -f ext/mkmf.log ] && cat ext/mkmf.log || echo 'No ext/mkmf.log file
+        found'"
+    - name: Run tests
+      run: "./support/bundler_wrapper exec rake test"
+    - name: Run tests without extension
+      run: "./support/bundler_wrapper exec rake test:failure"
+    env:
+      RAILS_ENV: test
+      JRUBY_OPTS: ''
+      COV: '1'
+      BUNDLE_GEMFILE: gemfiles/no_dependencies.gemfile
+  ruby_jruby-9-4-7-0_ubuntu-latest:
     name: Ruby jruby-9.4.7.0
     needs: validation
     runs-on: ubuntu-latest
@@ -3028,9 +3173,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/no_dependencies.gemfile
-  ruby_jruby-9-4-7-0__rails-6-0:
+  ruby_jruby-9-4-7-0__rails-6-0_ubuntu-latest:
     name: Ruby jruby-9.4.7.0 - rails-6.0
-    needs: ruby_jruby-9-4-7-0
+    needs: ruby_jruby-9-4-7-0_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -3055,9 +3200,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-6.0.gemfile
-  ruby_jruby-9-4-7-0__rails-6-1:
+  ruby_jruby-9-4-7-0__rails-6-1_ubuntu-latest:
     name: Ruby jruby-9.4.7.0 - rails-6.1
-    needs: ruby_jruby-9-4-7-0
+    needs: ruby_jruby-9-4-7-0_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -3082,9 +3227,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-6.1.gemfile
-  ruby_jruby-9-4-7-0__rails-7-0:
+  ruby_jruby-9-4-7-0__rails-7-0_ubuntu-latest:
     name: Ruby jruby-9.4.7.0 - rails-7.0
-    needs: ruby_jruby-9-4-7-0
+    needs: ruby_jruby-9-4-7-0_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -3109,9 +3254,9 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-7.0.gemfile
-  ruby_jruby-9-4-7-0__rails-7-1:
+  ruby_jruby-9-4-7-0__rails-7-1_ubuntu-latest:
     name: Ruby jruby-9.4.7.0 - rails-7.1
-    needs: ruby_jruby-9-4-7-0
+    needs: ruby_jruby-9-4-7-0_ubuntu-latest
     runs-on: ubuntu-latest
     steps:
     - name: Check out repository
@@ -3136,3 +3281,32 @@ jobs:
       JRUBY_OPTS: ''
       COV: '1'
       BUNDLE_GEMFILE: gemfiles/rails-7.1.gemfile
+  ruby_jruby-9-4-7-0_macos-14:
+    name: Ruby jruby-9.4.7.0 (macos-14)
+    needs: validation
+    runs-on: macos-14
+    steps:
+    - name: Check out repository
+      uses: actions/checkout@v4
+    - name: Install Ruby
+      uses: ruby/setup-ruby@v1
+      with:
+        ruby-version: jruby-9.4.7.0
+        bundler-cache: true
+    - name: Install gem extension
+      run: "./support/bundler_wrapper exec rake extension:install"
+    - name: Print extension install report
+      run: "[ -e ext/install.report ] && cat ext/install.report || echo 'No ext/install.report
+        file found'"
+    - name: Print Makefile log file
+      run: "[ -f ext/mkmf.log ] && cat ext/mkmf.log || echo 'No ext/mkmf.log file
+        found'"
+    - name: Run tests
+      run: "./support/bundler_wrapper exec rake test"
+    - name: Run tests without extension
+      run: "./support/bundler_wrapper exec rake test:failure"
+    env:
+      RAILS_ENV: test
+      JRUBY_OPTS: ''
+      COV: '1'
+      BUNDLE_GEMFILE: gemfiles/no_dependencies.gemfile
diff --git a/Rakefile b/Rakefile
index e350f7eba..f8e7655b0 100644
--- a/Rakefile
+++ b/Rakefile
@@ -20,11 +20,14 @@ VERSION_MANAGERS = {
   }
 }.freeze
 
-def build_job(ruby_version, ruby_gem = nil)
+def build_job(ruby_version, ruby_gem: nil, runs_on: DEFAULT_RUNS_ON)
+  name = "Ruby #{ruby_version}"
+  name = "#{name} - #{ruby_gem}" if ruby_gem
+  name = "#{name} (#{runs_on})" if runs_on != DEFAULT_RUNS_ON
   {
-    "name" => "Ruby #{ruby_version}#{" - #{ruby_gem}" if ruby_gem}",
+    "name" => name,
     "needs" => "validation",
-    "runs-on" => "ubuntu-latest",
+    "runs-on" => runs_on,
     "steps" => [
       {
         "name" => "Check out repository",
@@ -54,9 +57,10 @@ def build_job(ruby_version, ruby_gem = nil)
   }
 end
 
-def build_matrix_key(ruby_version, ruby_gem = nil)
+def build_matrix_key(ruby_version, ruby_gem: nil, runs_on: DEFAULT_RUNS_ON)
   base = "ruby_#{ruby_version}"
   base = "#{base}__#{ruby_gem}" if ruby_gem
+  base = "#{base}_#{runs_on}"
   base.downcase.gsub(/\W/, "-")
 end
 
@@ -65,6 +69,8 @@ def gems_with_gemfiles
 end
 
 GITHUB_ACTION_WORKFLOW_FILE = ".github/workflows/ci.yml"
+PRIMARY_JOB_GEMSET = "no_dependencies"
+DEFAULT_RUNS_ON = "ubuntu-latest"
 
 namespace :build_matrix do
   namespace :github do
@@ -79,12 +85,12 @@ namespace :build_matrix do
         gemset_for_ruby(ruby, matrix).each do |ruby_gem|
           next unless included_for_ruby?(matrix, ruby_gem, ruby)
 
-          is_primary_job = ruby_gem["gem"] == "no_dependencies"
+          is_primary_job = ruby_gem["gem"] == PRIMARY_JOB_GEMSET
           job =
             if is_primary_job
               build_job(ruby_version)
             else
-              build_job(ruby_version, ruby_gem["gem"])
+              build_job(ruby_version, :ruby_gem => ruby_gem["gem"])
             end
           job["env"] = matrix["env"]
             .merge("BUNDLE_GEMFILE" => "gemfiles/#{ruby_gem["gem"]}.gemfile")
@@ -105,10 +111,28 @@ namespace :build_matrix do
           else
             job["needs"] = build_matrix_key(ruby["ruby"])
             job["steps"] << test_step
-            builds[build_matrix_key(ruby["ruby"], ruby_gem["gem"])] = job
+            builds[build_matrix_key(ruby["ruby"], :ruby_gem => ruby_gem["gem"])] = job
           end
         end
+
+        # Add build for macOS
+        ruby_gem = PRIMARY_JOB_GEMSET
+        runs_on = "macos-14"
+        job = build_job(ruby_version, :runs_on => runs_on)
+        job["env"] = matrix["env"]
+          .merge("BUNDLE_GEMFILE" => "gemfiles/#{ruby_gem}.gemfile")
+
+        job["steps"] << {
+          "name" => "Run tests",
+          "run" => "./support/bundler_wrapper exec rake test"
+        }
+        job["steps"] << {
+          "name" => "Run tests without extension",
+          "run" => "./support/bundler_wrapper exec rake test:failure"
+        }
+        builds[build_matrix_key(ruby["ruby"], :runs_on => runs_on)] = job
       end
+
       github["jobs"] = github["jobs"].merge(builds)
 
       job_count = github["jobs"].count
diff --git a/spec/lib/appsignal/extension_install_failure_spec.rb b/spec/lib/appsignal/extension_install_failure_spec.rb
index bc51d187d..405ece379 100644
--- a/spec/lib/appsignal/extension_install_failure_spec.rb
+++ b/spec/lib/appsignal/extension_install_failure_spec.rb
@@ -6,7 +6,11 @@
       expect(stderr).to include("ERROR: AppSignal failed to load extension")
       error_message =
         if DependencyHelper.running_jruby?
-          "cannot open shared object file"
+          if DependencyHelper.macos?
+            "Could not open library"
+          else
+            "cannot open shared object file"
+          end
         else
           "LoadError: cannot load such file"
         end
diff --git a/spec/support/helpers/dependency_helper.rb b/spec/support/helpers/dependency_helper.rb
index 99172d703..8a3beecd8 100644
--- a/spec/support/helpers/dependency_helper.rb
+++ b/spec/support/helpers/dependency_helper.rb
@@ -1,6 +1,10 @@
 module DependencyHelper
   module_function
 
+  def macos?
+    RbConfig::CONFIG["host_os"].include?("darwin")
+  end
+
   def ruby_version
     Gem::Version.new(RUBY_VERSION)
   end