diff --git a/.github/workflows/cibuildwheel.yml b/.github/workflows/cibuildwheel.yml
index 55b424672152..e88d83cccd53 100644
--- a/.github/workflows/cibuildwheel.yml
+++ b/.github/workflows/cibuildwheel.yml
@@ -124,7 +124,7 @@ jobs:
             cibw_archs: "aarch64"
           - os: windows-latest
             cibw_archs: "auto64"
-          - os: macos-12
+          - os: macos-13
             cibw_archs: "x86_64"
           - os: macos-14
             cibw_archs: "arm64"
diff --git a/.github/workflows/tests.yml b/.github/workflows/tests.yml
index cd8e43fc6661..47e6ddff802e 100644
--- a/.github/workflows/tests.yml
+++ b/.github/workflows/tests.yml
@@ -97,7 +97,7 @@ jobs:
             pyqt6-ver: '!=6.6.0'
             # https://bugreports.qt.io/projects/PYSIDE/issues/PYSIDE-2346
             pyside6-ver: '!=6.5.1'
-          - os: macos-12  # This runner is on Intel chips.
+          - os: macos-13  # This runner is on Intel chips.
             python-version: '3.10'
             # https://bugreports.qt.io/projects/PYSIDE/issues/PYSIDE-2346
             pyside6-ver: '!=6.5.1'
@@ -188,13 +188,18 @@ jobs:
             ;;
           macOS)
             brew update
-            export HOMEBREW_NO_INSTALL_UPGRADE=1 HOMEBREW_NO_INSTALLED_DEPENDENTS_CHECK=1
-            brew install ccache ghostscript ninja
-            # The macOS 12 images have an older Python, and this causes homebrew to generate conflicts.
-            # We'll just skip GTK for now, to not pull in Python updates.
-            if [[ "${{ matrix.os }}" = macos-14 ]]; then
-              brew install gobject-introspection gtk4
-            fi
+            # Periodically, Homebrew updates Python and fails to overwrite the
+            # existing not-managed-by-Homebrew copy without explicitly being told
+            # to do so. GitHub/Azure continues to avoid fixing their runner images:
+            # https://github.com/actions/runner-images/issues/9966
+            # so force an overwrite even if there are no Python updates.
+            # We don't even care about Homebrew's Python because we use the one
+            # from actions/setup-python.
+            for python_package in $(brew list | grep python@); do
+              brew unlink ${python_package}
+              brew link --overwrite ${python_package}
+            done
+            brew install ccache ghostscript gobject-introspection gtk4 ninja
             brew install --cask font-noto-sans-cjk inkscape
             ;;
           esac
diff --git a/azure-pipelines.yml b/azure-pipelines.yml
index 7919e9512f48..4bccb5da8ed2 100644
--- a/azure-pipelines.yml
+++ b/azure-pipelines.yml
@@ -111,7 +111,17 @@ stages:
                 ;;
               Darwin)
                 brew update
-                export HOMEBREW_NO_INSTALL_UPGRADE=1 HOMEBREW_NO_INSTALLED_DEPENDENTS_CHECK=1
+                # Periodically, Homebrew updates Python and fails to overwrite the
+                # existing not-managed-by-Homebrew copy without explicitly being told
+                # to do so. GitHub/Azure continues to avoid fixing their runner images:
+                # https://github.com/actions/runner-images/issues/9966
+                # so force an overwrite even if there are no Python updates.
+                # We don't even care about Homebrew's Python because we use the one
+                # from UsePythonVersion.
+                for python_package in $(brew list | grep python@); do
+                  brew unlink ${python_package}
+                  brew link --overwrite ${python_package}
+                done
                 brew install --cask xquartz
                 brew install ccache ffmpeg imagemagick mplayer ninja pkg-config
                 brew install --cask font-noto-sans-cjk-sc