Roon gave me the best new year’s present: it stopped working again!

Are you using the latest USB installer from the website. The Server is current but your Operating System is old. Latest release was sent out in Aug Roon OS Release Notes

I’m not sure the best path forward to fix this other than running an update and debugging from there. I guess you could try reinstalling (from the web) and see if it reinstalls the latest. If that doesn’t work pulling the latest image from Roon Labs might be the better path if you have to re-install again. This might be a good question for support.