Thinking of switching to windows or truenas for a new jellyfin build

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If you're not comfortable with Linux, I'm unsure why going towards TrueNAS would even be a consideration. When looking at the number of folks who have weird issues that become harder to solve because of the number of layers they've placed on top of their installs, TrueNAS bubbles to the top as a contender for most troublesome with regards to Jellyfin...I can't speak to anything else because I know it's a very solid NAS solution and built to purpose. But you're still dealing with Linux. Plus you've gotta learn a new OS.

Windows is probably second in line for issues I've seen with regards to support requests (i.e., folks posting questions here or Reddit). But that's a very far away second place, IMO.

So I'll make my brief pitch, understanding you're looking for Windows info and I have very little to share. Since you already dipped your toes into Linux, why not select something like Ubuntu 22.04 LTS with the HWE kernel that will solve your compatibility issues. If you're thinking JBOD, use NFS or SMB and make the host your NAS. These tools aren't hard to learn (basics) at all. As for Docker, I can't recommend Compose enough. Passing in the GPU is simple, not really even an extra step, just two lines in your yaml file. If you run many services, it's a no-brainer. Small footprint, stable for months without restart, relies almost entirely on your Compose file for configuring services, and it's insanely easy to migrate and back up.