I recognize this will vary depending on how much you self-host, so I’m curious about the range of experiences from the few self-hosted things to the many self-hosted things.
Also how might you compare it to other maintenance of your other online systems (e.g. personal computer/phone/etc.)?
I run two local physical servers, one production and one dev (and a third prod2 kept in case of a prod1 failure), and two remote production/backup servers all running Proxmox, and two VPSs. Most apps are dockerised inside LXC containers (on Proxmox) or just docker on Ubuntu (VPSs). Each of the three locations runs a Synology NAS in addition to the server.
Backups run automatically, and I manually run apt updates on everything each weekend with a single ansible playbook. Every host runs a little golang program that exposes the memory and disk use percent as a JSON endpoint, and I use two instances of Uptime Kuma (one local, and one on fly.io) to monitor all of those with keywords.
So -
love fly.io
fun fact, lemdro.id is hosted entirely on fly.io