Running curl with OpenSSL 0.9.8 against OpenSSL 1.0.0 server causes handshake error?

Question

If I run curl against a machine that is running OpenSSL 1.0.0e for example:

curl -v https://shumaker.flexrentalsolutions.com

on a machine t

Answer 1

I have this issue on OS X using brew on some https servers, brew uses curl internally. Note this is only on OS X 10.7.5, which is stuck on OpenSSL/0.9.8r. I would upgrade but apple don't support > 10.7 on this iMac!

My fix was to upgrade curl with brew, which ups the version to 1.0.2f, luckily the brew install of curl doesn't

brew install curl