diff --git a/.github/workflows/main.yml b/.github/workflows/main.yml
index 41a7a5a..4fd6de5 100644
--- a/.github/workflows/main.yml
+++ b/.github/workflows/main.yml
@@ -52,7 +52,7 @@
       fail-fast: false
       matrix:
         # Latest stable version, update at will
-        os: [ macOS-11, ubuntu-20.04, windows-2019 ]
+        os: [ macOS-12, ubuntu-20.04, windows-2019 ]
         dc:
           # Always test latest as that is what we use to compile on release
           - dmd-latest
@@ -62,9 +62,9 @@
           - ldc-master
           # Test some intermediate versions
           - ldc-1.26.0
-          - dmd-2.098.1
-          - dmd-2.101.1
-          - dmd-2.104.2
+          - dmd-2.099.1
+          - dmd-2.102.2
+          - dmd-2.105.3
         include:
           - { do_test: false }
           - { dc: dmd-latest, do_test: true }
diff --git a/.github/workflows/release.yml b/.github/workflows/release.yml
index ee18bb5..01e8205 100644
--- a/.github/workflows/release.yml
+++ b/.github/workflows/release.yml
@@ -14,10 +14,11 @@
     strategy:
       fail-fast: false
       matrix:
-        os: [ macOS-11, ubuntu-20.04, windows-2019 ]
+        os: [ macOS-12, ubuntu-20.04, windows-2019 ]
         arch: [ x86_64 ]
         include:
           - { os: windows-2019, arch: i686 }
+          - { os: macOS-latest, arch: arm64 }
 
     runs-on: ${{ matrix.os }}
     steps:
diff --git a/test/issue2377-dynLib-dep-extra-files/parent/dub.sdl b/test/issue2377-dynLib-dep-extra-files/parent/dub.sdl
index dd43bf6..02657b7 100644
--- a/test/issue2377-dynLib-dep-extra-files/parent/dub.sdl
+++ b/test/issue2377-dynLib-dep-extra-files/parent/dub.sdl
@@ -25,4 +25,5 @@
     subConfiguration "dep1" "dynlib"
     dflags "-link-defaultlib-shared" platform="ldc"
     dflags "-defaultlib=libphobos2.so" platform="linux-dmd"
+    lflags "-rpath" "@executable_path" platform="osx"
 }