Rebuild OpenSSL tarball without symbolic links, so it can be extracted on Windows (run on Unix): [download tarball and .asc sig] gpg --verify openssl-0.9.8k.tar.gz.asc tar xfz openssl-0.9.8k.tar.gz tar cfzh openssl-0.9.8k-nolinks.tar.gz openssl-0.9.8k To apply patch (in MSYS shell): cd /c/src/openssl-0.9.8k patch -p1 <../21/install-win32/openssl/openssl098.patch To build OpenSSL, open a command prompt window, then: cd \src\openssl-0.9.8k ms\mw To build a new patch (optional): diff -urw openssl-0.9.8k.orig openssl-0.9.8k | grep -v '^Only in' >openssl098.patch