Figured I would give a quick update on what we have going now. Lars sent me down a bit of a rabbit hole (Appreciated!) and gave me the kick I needed to completely review and redo our current setup.

I ended up finding out during the setup review that while we were doing nightly VM snapshots on Azure, the old DB backup script had not been working in over two years. That was a bit of a wake-up call to completely audit the entire setup from start to end.

I've now got this backup setup tested and working flawlessly. Still not perfect and will be tweaking things a bit more, but it should be good for now.

What I did with a little (ok, a lot more than I care to admit, my linux is a bit rusty) help from ai:

Cleaned up and improved our DB backup to our Wasabi backup bucket. It now runs every 4 hours and notifies us daily via webhook to Teams channel on backup status.
Full backup and sync of our Wasabi bucket that includes both DB backup and all uploaded files from Hudu to our local Synology NAS every 4 hours.
New on-prem VM hosted on Hyper-V that works standalone in case of downtime at Azure. We just make a DNS change and then we are hitting the internal Hudu instance. Longest data loss window is 4 hours, and we have full HTTPS/access locally.
The DR backup download and restore to the VM happens every 8 hours.

We also upgraded our Azure VM a bit as it was long overdue for some cleanup and changes.

I may further tweak things a bit as of right now, the DR still relies on our Wasabi instance for any uploaded files/pics storage and want to remove that failure point from the DR VM. We are pulling those files down anyway as part of the daily backup sync to our local NAS, so it's just a matter of changing how we point the DR VM to that storage location. Since upload files are not as critical, I was not as concerned, but it does need to be addressed.

Anyone running an On-Prem Hudu Backup instance?