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Selfhosted
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I've been running mine on Unraid for the last 4 years or so, and I have no complaints. Probably you can't go wrong with TrueNAS either. The big advantage of Unraid, as I understand it, is the ability to add arbitrary drive sizes in the future, if you want. But you might not run into that benefit for a while...
I'm done fiddling with software and want stuff that works without much hassle. Unraid is super easy, I am in the process of building a home server with it, similar setup to OP.
I plan on moving my media files to the server through my LAN via FreeFileSync.
Unraid has been so simple for me. Really pleased with it.