The server that hosts this page was updated from Debian Jessie (8) through Stretch (9) and onto Buster (10) over the course of a few hours today. It involved surprisingly little suffering and should not affect functionality, please let me know if you find anything left in a broken state.
I didn’t realize how long it had been since I did any manual maintenance here, apt unattended upgrades, certbot, and a few scripts for user-installed package upgrades and backup had done such a good job maintaining things just visibly enough to know it was being taken care of that I’d let it get past-due. Most of my other individually-installed boxes are Arch rolling-release machines that require a few minutes of attention every month or two, so they don’t have the periodic major breaking maintenance issue to the same degree.
Now I can let it take care of itself again until 2022 or thereabouts.
A few notes that may be useful to others under the fold.