I think AmiSSL project is pretty much dead. Amiga OpenSSL on the other hand requires recompile of binaries i.e. not going to happen.
I hope that you're wrong about AmiSSL being dead. With the SSL "poodle" vulnerability, SSL3 is set to be disabled on the bulk of servers on the internet. So, the current AmiSSL version is set to become pretty useless.
On AmigaOS4, an updated OpenSSL shared object could be compiled (for those programs that use shared objects), but a shared library really is the right way to go.
However, I notice that the last commit to the AmiSSL repository was about a month ago. So, maybe it's not dead after all...
Hans