diff --git a/Rakefile b/Rakefile
index 66870581dd3..4431e76bcad 100755
--- a/Rakefile
+++ b/Rakefile
@@ -85,6 +85,7 @@ task 'dlls' do
   env += 'SYSTEM=MINGW32 '
   env += 'EMBED_ZLIB=true '
   env += 'BUILDDIR=/tmp '
+  env += 'EMBED_OPENSSL=true '
   env += "V=#{verbose} "
   out = GrpcBuildConfig::CORE_WINDOWS_DLL