Seriously, considering that 0.9.8 was released in 2005. During the last 7 years are you telling me openssl is the only "unixy" library to have a new backwards incompatible version come out? And by the way, they are still providing updates to 0.9.8. It's still the default version in debian stable.
So to recap: 0.9.8 is by no means unsupported. The saints over at the openssl group are continuing to provide updates to this 7 year old library so that people like Apple can continue providing seamless security updates to users who have linked against 0.9.8.