I think it's ultimately a sign of aging; I don't really have the attention span or energy to LARP as a sysadmin anymore, especially since I never really enjoyed that aspect of computers anyway. I think my monthly cost of storage would get untenable if I tried to move all my raw media rips to the cloud (about 45TB [1]), so I don't think I'll be able to migrate my Jellyfin for the foreseeable future, but I would like to some day.
[1] Looking it up, storing 45TB would end up costing anywhere between $250-$1500 a month pretty easily, which I currently cannot justify.