Does AmiSSL have a CLI? That would be one good reason. As well, the fact that it is based on an older release of OpenSSL is enough for me. I like programs that do not crash (as frequently, anyway) on questionable certificates, input, etc.
Anyway, I both use programs which incorporate OpenSSL (stunnel, to name one) as well as use OpenSSL on a near-daily basis. I play a lot with secure certificates, both web SSL and others, and OpenSSL is pretty invaluable.
I am just waiting for YAM to support S/MIME so I can import my personal email certificate and begin signing my YAM-produced emails.