Update OpenSSL on OS X with Homebrew

Question

I\'m using MacOS X 10.7.5 and I need a newer OpenSSL version due to handshake failures. There are several tutorials on the internet and I tried the following:

Answer 1

I had problems installing some Wordpress plugins on my local server running php56 on OSX10.11. They failed connection on the external API over SSL.

Installing openSSL didn't solved my problem. But then I figured out that CURL also needed to be reinstalled.

This solved my problem using Homebrew.

brew rm curl && brew install curl --with-openssl

brew uninstall php56 && brew install php56 --with-homebrew-curl --with-openssl