That said, I would consider this mostly a place for experimentation and hobby work, as I routinely am unable to connect or find that my VM has been unexpectedly rebooted.

Now THAT said, I think they are figuring things out, because the issues have been a lot less frequent since the big hard drive failure a month or so ago.

Anyway, if you want to learn you some OpenBSD, I highly recommend it as a place to experiment, and you help the OpenBSD community as well through their donation.

The consequence is that the range of possible passwords is probably smaller than was intended, and furthermore seeing previous passwords (or the random MAC) may help in predicting passwords. Of course without seeing their entire setup it's hard to say to what extent that is the case here.

This module may be useful (it even uses the same alphabet by default): https://metacpan.org/pod/Session::Token