So this is what the main page looks like for mine. A lot of items are customizable - not to the extreme sense but enough to make it your own.
Plex works off gathering metadata by conforming your file names to a particular naming scheme. Autobooks are a little difficult because the database they use doesn't have a ton of authors but they do have quite a few. You can customize any of the photos or metadata after it's uploaded and you can lock it so that updating your database doesn't overwrite your wanted information.
I bought the lifetime membership ($75 one time fee) and can sync my content to my phone or tablet and have access to it when I'm not connected to wifi. When I come back on to the server, it syncs where I left off. Not always perfect, but I haven't had too many issues of getting my place back from an audio book if I had to shut down my phone.
This is the movie outlook. Random selector is there as well (shuffle actually).
When accessing the movie from the server side this is the metadata displayed.
When you access it from your own web portal and have some added extensions that come from independent developers, this is what you can get.
You can select an item as watched or unwatched. When you exit a movie in the middle of playing, it will save your spot and put it on your main page in your "On Deck" section.
You can even access your own content. The below is my pastor's Q&A series at church that I'm helping him with, so having access to this from multiple area and the ability to take it off line is also a plus. The naming schemes take a little time to get used to but programs like FileBot and mp3tag are great for uniform and large multiple quick changes.
TV Shows
They get organized into seasons
Then their own episode. The metadata is pulled from TVDB.com
Anime is displayed as TV shows but you cannot do multiple types like Anime series with single shots. However, TVDB.com has many of their "specials" as the movies so having movies combined with the regular series is easy. But I cannot have something like "Angel Sanctuary" in this folder since it is a movie and not a series.
Plex is pretty versatile and the forum community/support is excellent. The updates aren't nearly as quick as you'd like (as far as extra features go) but the code is stable that it's hard to complain. Yes it'd be nice to select multiple episodes and do a one click as having them be marked as "watched" or being able to have an "ebook" category to access them elsewhere would be cool as well. But the product is stable and I was glad to support it.
So, Bob, you could be 22 minutes into season 4 episode 1 of Star Trek TNG and leave for vacation for a month and watch 160 other shows or movies on Plex from your phone and you'd be able to pick it right back up.
If you just want access to your media, obviously, as you said in this thread, you have Windows do that work for you. But the metadata with the accessibility on multi-platforms and organization is totally worth it for me.
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