Apache SNI namevhosts always route to first VirtualHost entry
Update
So for some strange reason, the problem seems to have resolved itself.
Perhaps it's some sort of strange caching issue or something (though I have apache2ctl stop/start/restart
and sudo service apache2 stop/start/restart/reload
ed many times and have performed tests locally on the server as well as using several different machines).
Feel free to take this question down or leave it up if it serves as any sort of reference.
Thanks for all the help guys!