I had been using /usr/bin/newaliases, so I checked mailer.conf to ensure it was pointing at the right version. I also ran /usr/local/bin/newaliases directly just to be absolutely sure, but it doesn't make a difference.
postmap uses the db file (even though you specify the plain text file) for lookups, so the db file is (read: should be) correct as postmap is returning the alias correctly.
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