@mshoward82
I run ubuntu server for plex and other media reatated tasks… it is headless and runs as a esxi VM along with others but thats inmatereial
Plex running on ubuntu is your gui per se for media but you still have to feed it and maintain it … so you are going to have to learn command line as I did. Even with a gui desktop on ubuntu or any other linux there will be no gui for zfs which I highly reccomend using if you care a bout your data… and have backus…
Given that you need a graphical and or web based environment, want something stable as you said you dont want to mess with xpenology until they are up to 6.0… freenas in my opinion is in the shitter…they aborted the upgrade to 10, and lost a lot of senior engineeers and its a mess
Your best choice would be a prebuilt plex type environemnt that also does storage, or at least provided some interface…
I use napp-it on esxi to host my zfs storage pools… you will probably want it pony up for a license to get all the goodies, I run what is missing via command line for zfs but it will do fine from the web interface without a key too… and it can host your plex server in a solaris jail…
Zfs can be installed on bare metal… it has used omnios (solaris) as its reccommeded os but that is changing since omnios is discontinuing developement and will likely shift to openindiana (illumos solaris) and it even has a version with a desktop.
Amahi is interesting but I have not used it personally…
Honestly, there are just too many different ways to go… more brutally honest is that none of it is dead simple, easy enough to teach my parents stuff if you have more than one drive worth of media and you want a server with any kind of reliability …
You could just jam drives into a box running windows and plex media server and pray. But you will loose data at some point without a good raid (software/hardware/zfs/btrfs) etc and a backup drive array… just a fact of life… a couple weeks ago during that solar flare event I had 2 very stable low hour hard drives develop a bunch of bad sectors and read error areas that needed to be replaced… because I was using zfs the errors were caught corrected and drives replaced without even taking down the system…
Just depends on what you are comfortable living with … but you are going to have to hit the books and internet and learn… and be willing to roll up you sleeves and get dirty with the command line or shell out for expensive storage suites that will do the work for you…
Lots of good suggestions here… and if you are planning to use plex new live TV and tv dvr stuff or transcode more than a couple simultaneous sessions… a pre build synology or NAS box is out of the question… not enough horse power so you will have to roll your own…