The latest update to the Postfix snapshot - which is now in portage as postfix-3.2_pre20160828.ebuild - breaks badly at runtime when compiled against libressl. Without re-documenting the problem I will just refer to the FreeBSD bug ID which illustrates the problem and has patches for the problems which restore behaviour again. https://bugs.freebsd.org/bugzilla/show_bug.cgi?id=212223 Without this I have had to block the current snapshot as all TLS is completely broken.
Closing as I believe this bug (which I filed) is now fixed. Postfix snapshots have been building fine out of portage for some months now.