#2. I'd LIKE to sort by RANDOM (so that every time I listen to this playlist, it is in a new order).

While it doesn't reorder the actual playlist itself, while playing a track in a playlist, selecting Shuffle (🔀) in the row of icons at the top of the list should make it play the entries in the current playlist in a random order. (If you're opening the playlist in an external player of some sort, most media players usually have a similar feature.)

yeah, the only problem with THAT is that it always starts on the wrong song. I'll try to get by with that. Thanks.

I clicked on 'Custom' in the sort by clause. I don't know what this is sorting by.

That allows you to rearrange the videos in the playlist with the arrows on the video thumbnails, so custom doesn't do any sorting, it displays the real order of the items in the playlists.

I just ALSO wish that there was an easier way to import a BUNCH of playlists to SQLITE.
My PRIMARY FEATURE is to be able to access these playlists via SQLITE. I assume that I can do that (once I copy the playlist into FreeTube)?

I'll go test that feature soon. I'm beginning to use SQLITE for EVERYTHING!

If you want to import and export to custom formats, you'll have to do that yourself. I suggest you write a tool for yourself that reads FreeTube's databases (they use the nedb database format) and writes to your sqlite database. This page tells you where you'll find the database files depending on your operating system: https://docs.freetubeapp.io/usage/data-location/

yeah, the only problem with THAT is that it always starts on the wrong song

How can something start on a wrong song if you want it to be random?

I just think that a single-click on the playlist should basically start playing it automatically. I think that it's a couple of clicks too many.

Click on playlist. Click on a song. Click on the Random Sort Button, then click the Play button?
I LIKE your 'add to playlist' feature. I'm a TINY bit confused about the 'remove from playlist' feature.

The only thing that would be an acceptable implementation is a shuffle button within the user playlist and if the user clicks on it the playlist it starts playing a random video and the shuffle button is enabled on the player page. This is how it works on other music/video players.

Sort by "Random" within the user Playlist is out of the question.

The same functionality as YT would be enough

Edit: Maybe we should also add an Play All button to both YT playlists and User playlists?

I have been looking into this issue, I want to implement this

@JL0000 Go for it!