I would love a suggestion for a ups that could tolerate running off my generator when the power is out for extended periods, anyone have a decently priced recommendation?

I don’t think that’s a bad extension of the analogy

I use cloud flare DNS and it has support for dynamic IPs, my current setup is through a plug-in in my PFSense router

Paperless-ng (or ngx, but I don’t run that flavor)

This is a struggle. I’ve found it helpful to use skip-level 1:1’s to discuss this topic, and make sure my skip level knows ahead of time (and on an ongoing basis) that building this map (and helping to guide others through it) is a priority of mine so they can prepare at their level to provide information that I might be missing.

It’s also a great opportunity to provide that same skip-level with the perspective from the engineers in the organization on the "flip side’ of that coin. You’re facilitating communication and alignment in both directions.