diff --git a/.github/workflows/dorothy-workflow.yml b/.github/workflows/dorothy-workflow.yml
index 7be0d0bdf..c52e113d4 100644
--- a/.github/workflows/dorothy-workflow.yml
+++ b/.github/workflows/dorothy-workflow.yml
@@ -109,8 +109,14 @@ jobs:
       - name: 'Trunk Check'
         shell: bash -leo pipefail {0}
         run: dorothy check
-  homebrew-macos-test:
-    runs-on: macos-latest
+  # https://github.com/actions/runner-images?tab=readme-ov-file#available-images
+  runner-test:
+    strategy:
+      fail-fast: false
+      matrix:
+        runner: [ubuntu-24.04, ubuntu-22.04, macos-14, macos-12]
+        # ubuntu-20.04 not supported, echo-wait fails: https://github.com/bevry/dorothy/actions/runs/9705310169/job/26787151094#step:2:1346
+    runs-on: ${{ matrix.runner }}
     steps:
       - name: 'Dorothy Test'
         env:
@@ -119,7 +125,11 @@ jobs:
           # ensure dorothy is cloned, and run command
           bash -c "$(curl -fsSL 'https://dorothy.bevry.me/run?slug=${{ github.repository }}&commit=${{ github.sha }}')" -- dorothy test
   fresh-macos-test:
-    runs-on: macos-latest
+    strategy:
+      fail-fast: false
+      matrix:
+        runner: [macos-14, macos-12]
+    runs-on: ${{ matrix.runner }}
     steps:
       - name: 'Uninstall Homebrew'
         run: |
@@ -131,10 +141,10 @@ jobs:
         run: |
           # ensure dorothy is cloned, and run command
           bash -c "$(curl -fsSL 'https://dorothy.bevry.me/run?slug=${{ github.repository }}&commit=${{ github.sha }}')" -- dorothy test
-  distro-test:
-    continue-on-error: true
+  container-test:
     runs-on: ubuntu-latest
     strategy:
+      fail-fast: false
       matrix:
         container:
           - 'ubuntu:latest' # https://hub.docker.com/_/ubuntu