So in looking at this issue, I realized that my box is rsyncing it’s backups without issue (did a test restore just to be sure) but they are only being created on the remote server, not storing them locally.
I hadn’t set up rsync until after THE BIG UPDATE, so I’m not sure if this is the expected behavior or if there should be a copy of the backup files both on the remote and locally. The documentation on the backup page makes it seem like it should be keeping both:
Backups synced to a remote machine using rsync over SSH, with local copies in /home/user-data/backup/encrypted. These files are encrypted, so they are safe to store anywhere."