Currently I'm working with this: ... ctx.use_certificate_chain_file("./C/cert.pem"); ctx.use_private_key_file("./C/key.pem", boost::asio::ssl::context::pem); ctx.load_verify_file("./C/ca.pem");... So far everything works perfect, but what I really need to do is load the same key.pem but with a passphrase, Looking at asio docs found ssl::context::set_password_callback<http://www.boost.org/doc/libs/1_52_0/doc/html/boost_asio/reference/ssl__context/set_password_callback.html> wich according to the info calls SSL_CTX_set_default_passwd_cb<http://www.openssl.org/docs/ssl/SSL_CTX_set_default_passwd_cb.html> and allows to handle encrypted PEM files, please remember that I'm much more familiarized with high level languages like python, so c++ is not my forte any help is appreciated, Thank you ! -- Alvaro Leiva