Yeah, it’s been a real pain for a while. All my media drives are external WDs connected directly to the laptop running the server over USB 3.0. It’s a fairly beefy Win10 machine with an i7-7700HQ and a GTX 1070M. I’m running it on bare metal and the computer is set up to never suspend\go to sleep. I also disabled the power-saving USB suspend settings, and the drives stay accessible over file explorer and Jellyfin, so it seems like a Plex issue.
It’s fine. Websites break on it less often than I would have expected and the “nuke your cookies and history" button is a fun feature. I’ve mostly moved to Firefox, though, just to get away from Chromium (although I realize the irony in that; my fingerprint is almost assuredly far more unique than if I stuck to Chromium).