diff --git a/.vsts.pipelines/steps/setup-macos-native.yml b/.vsts.pipelines/steps/setup-macos-native.yml
index 6bbf886aa9..9cb833bc2f 100644
--- a/.vsts.pipelines/steps/setup-macos-native.yml
+++ b/.vsts.pipelines/steps/setup-macos-native.yml
@@ -8,6 +8,11 @@ steps:
       )
     }
     set -ex
+    # Work around image/environment bug: https://github.com/actions/virtual-environments/issues/1811
+    brew uninstall openssl@1.0.2t
+    brew uninstall python@2.7.17
+    brew untap local/openssl
+    brew untap local/python2
     # Work around brew bug: https://github.com/dotnet/coreclr/pull/21913
     brew update
     # Install macOS native dependencies not present in hosted pool.