I have a question for those out there that might have been/are in the same boat I am. A while back had a Windows 7 server that was my Plex Server go belly up. To keep things as "smooth" as possible on the move to a new server machine, I moved my Plex server to an iMac I had already running Windows 7 Bootcamp as the default (for testing some software applications), using the backup of my Plex db, drive mappings, external drives applications etc... so I could quickly and more easily move an pretty large and exhaustively tweaked/curated library. After the move and backup like have the stuff didn't transfer and I really ended up just rebuilding the entire freaking thing.
At this point I'm running a Plex Windows server on Windows 7 64-bit iMac - Intel Core 2 Duo E7600 3.06GHz with 4GB of RAM running. I optimized all my TV shows and Movies because it struggles to transcode on the fly with many shows/movies. It seems to be a little less so with 10-bit HEVC movies (those seem to stream w/o pre-optimizing just fine) but others (read: most of my collection) need optimizing before watching.
I've been debating lately if moving the library and Plex server over to the original iMac OS X instead of Windows 7 Bootcamp would give the Plex Server some headroom to breathe and possibly be able to transcode on the fly. Or am I better off just leaving it be as is and not worry with it as rebuilding the library, curating all the shows/movies etc, will be a major pain in the ass. This server really doesn't run anything else besides some uTorrent from time to time, Media Center Master and Chrome. Other than that it's a pretty clean Windows 7 install without bloatware and unnecessary applications.
Has anyone attempted this? And what are your results? Or do you have an opinion on how successful this would be to achieve a goal of allowing the server to transcode most movies on the fly. My entire library is MKV/HEVC.