I did it for a while and last everything. Go for it if your have adequate backups.

Yes.

Definitely the best thought out plan I’ve seen yet. Solid.

I have experience with Azure IaaS, but am certainly no expert. Managed like 5 VMs max. Great with PowerShell. Wrote a script for all of our on prem servers backed up to blob storage to recover to Azure in case of natural disaster. Fun project.

I’m kind of in the same boat. Mid sized with enough cash to deal with the new status quo.