Check event viewer?
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Winner winner chicken dinner. It's been a few years since I had to do any real debugging on windows and I totally forgot about the event viewer. Thanks for the tip.
For anyone reading along, looks like there is a problem with my .net installation. That is probably because I uninstalled visual studio recently. It "shouldn't" have caused an issue, but M$....
Thanks to @Shadow@lemmy.ca and @Lem453@lemmy.ca Windows event viewer put me on the right path. The errors were coming from the .net installation. Which reminded me that I had recently uninstalled visual studio, and that jellyfin uses .net. Rerunning the jellyfin installer fixed the .net issue and I am up and running again.
See if anything shows up here:
https://learn.microsoft.com/en-us/shows/inside/event-viewer
Not sure if there are any other logging systems in windows
Thanks, that had info I could work with.