diff --git a/.github/scripts/install_deps.sh b/.github/scripts/install_deps.sh
index ed0cf6a6c..6c225be9a 100755
--- a/.github/scripts/install_deps.sh
+++ b/.github/scripts/install_deps.sh
@@ -9,7 +9,7 @@ case "${1%-*}" in
 	macos)
 		brew install bison libpng pkg-config md5sha1sum
 		# For the version check below exclusively, re-do this before building
-		export PATH="/usr/local/opt/bison/bin:$PATH"
+		export PATH="/opt/homebrew/opt/bison/bin:/usr/local/opt/bison/bin:$PATH"
 		;;
 	*)
 		echo "WARNING: Cannot install deps for OS '$1'"
diff --git a/.github/workflows/create-release-artifacts.yml b/.github/workflows/create-release-artifacts.yml
index 494bc33c3..453fda3bb 100644
--- a/.github/workflows/create-release-artifacts.yml
+++ b/.github/workflows/create-release-artifacts.yml
@@ -67,7 +67,7 @@ jobs:
           path: rgbds-${{ env.version }}-win${{ matrix.bits }}.zip
 
   macos:
-    runs-on: macos-12
+    runs-on: macos-14
     steps:
       - name: Get version from tag
         shell: bash
diff --git a/.github/workflows/testing.yml b/.github/workflows/testing.yml
index 48971b168..528250003 100644
--- a/.github/workflows/testing.yml
+++ b/.github/workflows/testing.yml
@@ -7,12 +7,12 @@ jobs:
   unix:
     strategy:
       matrix:
-        os: [ubuntu-20.04, ubuntu-22.04, macos-12]
+        os: [ubuntu-20.04, ubuntu-22.04, macos-14]
         cxx: [g++, clang++]
         buildsys: [make, cmake]
         exclude:
           # Don't use `g++` on macOS; it's just an alias to `clang++`.
-          - os: macos-12
+          - os: macos-14
             cxx: g++
       fail-fast: false
     runs-on: ${{ matrix.os }}
@@ -27,13 +27,13 @@ jobs:
       - name: Build & install using Make
         if: matrix.buildsys == 'make'
         run: |
-          export PATH="/usr/local/opt/bison/bin:$PATH"
+          export PATH="/opt/homebrew/opt/bison/bin:/usr/local/opt/bison/bin:$PATH"
           make develop -kj Q= CXX=${{ matrix.cxx }}
           sudo make install -j Q=
       - name: Build & install using CMake
         if: matrix.buildsys == 'cmake'
         run: |
-          export PATH="/usr/local/opt/bison/bin:$PATH"
+          export PATH="/opt/homebrew/opt/bison/bin:/usr/local/opt/bison/bin:$PATH"
           cmake -S . -B build -DCMAKE_BUILD_TYPE=Debug -DCMAKE_CXX_COMPILER=${{ matrix.cxx }} -DSANITIZERS=ON -DMORE_WARNINGS=ON
           cmake --build build -j --verbose
           cp build/src/rgb{asm,link,fix,gfx} .
@@ -78,9 +78,7 @@ jobs:
 
   macos-static:
     strategy:
-      matrix:
-        # Don't run on macOS 11; our setup makes clang segfault (YES).
-        os: [macos-12]
+      os: macos-14
       fail-fast: false
     runs-on: ${{ matrix.os }}
     steps:
@@ -94,7 +92,7 @@ jobs:
       # even support `-Wall`...).
       - name: Build & install
         run: |
-          export PATH="/usr/local/opt/bison/bin:$PATH"
+          export PATH="/opt/homebrew/opt/bison/bin:/usr/local/opt/bison/bin:$PATH"
           make -kj CXXFLAGS="-O3 -flto -DNDEBUG -mmacosx-version-min=10.9" PKG_CONFIG="pkg-config --static" PNGLDLIBS="$(pkg-config --static --libs-only-L libpng | cut -c 3-)/libpng.a $(pkg-config --static --libs-only-l libpng | sed s/-lpng[0-9]*//g)" Q=
       - name: Package binaries
         run: |
diff --git a/test/fetch-test-deps.sh b/test/fetch-test-deps.sh
index 2ea72a16a..52cc510e0 100755
--- a/test/fetch-test-deps.sh
+++ b/test/fetch-test-deps.sh
@@ -52,7 +52,10 @@ case "$actionname" in
 			# libbet depends on PIL to build
 			if [ "$2" = "libbet" ]; then
 				case "${osname%-*}" in
-					ubuntu|macos)
+					macos)
+						python3 -m pip install --break-system-packages pillow
+						;;
+					ubuntu)
 						python3 -m pip install pillow
 						;;
 					windows)