Turned out to be two things - one self-inflicted. I had forgotten that I had installed some things from compiled ports versus pkg because there was an issue with one of the packages at the time I set up the server. I followed the instructions in the handbook on how to fix that post-upgrade and that solved one problem.
The other was more odd. "newaliases" wouldn't update the db files for me. I had to run postalias /etc/mail/alias and postalias /usr/local/mailman/data/alias to update those files. Tailing /var/log/maillog gave me the clues I needed to solve that problem.
Everything is up and running. Next time (note to self), take a snapshot of the VM before doing a major version number upgrade. :-)
Thanks everyone!
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