diff --git a/.github/workflows/ci.yml b/.github/workflows/ci.yml
index 21119a7..76ac431 100644
--- a/.github/workflows/ci.yml
+++ b/.github/workflows/ci.yml
@@ -8,8 +8,11 @@ jobs:
       - uses: psf/black@stable
   test:
     strategy:
+      fail-fast: false
       matrix:
         os: [
+          macos-11,
+          macos-12,
           macos-13,
           macos-14,
         ]
diff --git a/.github/workflows/publish-images.yml b/.github/workflows/publish-images.yml
index 5d42d8f..5eae5de 100644
--- a/.github/workflows/publish-images.yml
+++ b/.github/workflows/publish-images.yml
@@ -5,8 +5,13 @@ permissions:
 jobs:
   publish:
     strategy:
+      fail-fast: false
       matrix:
         include:
+          - os: macos-11
+            name: bigsur
+          - os: macos-12
+            name: monterey
           - os: macos-13
             name: ventura
           - os: macos-14
diff --git a/README.md b/README.md
index ae67acc..db9abbd 100644
--- a/README.md
+++ b/README.md
@@ -7,7 +7,7 @@
 
 ## Prerequisites
 
-* MacOS Ventura or newer
+* MacOS Catalina or newer
 * Disable [System Identity Protection](https://developer.apple.com/documentation/security/disabling_and_enabling_system_integrity_protection).
 SIP [doesn't allow](https://github.com/containerd/containerd/discussions/5525#discussioncomment-2685649) to `chroot` (not needed for building though).
 
diff --git a/macosjail/mkjail.files b/macosjail/mkjail.files
index 9ad2797..e5d95c6 100644
--- a/macosjail/mkjail.files
+++ b/macosjail/mkjail.files
@@ -5,6 +5,9 @@
 /dev/urandom
 /dev/zero
 
+# Big Sur+ dyld
+/System/Library/dyld/dyld_shared_cache_*
+
 # Ventura+ dyld
 /System/Volumes/Preboot/Cryptexes/OS/System/Library/dyld/dyld_shared_cache_* /System/Library/dyld/