Good to know, whatever happened to the port of OWB to 3.9/m68k? I know there is an earlier build of it, but it was horribly broken last time I tried it.
OWB relies heavily on MUI4 so it is not easy to port it to 3.9. It would need someone who know MUI quite well. And you have to get latest openssl compiled. It should be fairly easy (I suppose so) but all those little details add up.
Problem with 68k Amiga is there is no team maintaining development system and APIs are not actively updated. So this topic, AmiSSL / OpenSSL updates comes to the fact that we (well, you) need a team behind Amiga.