It is not a janky workaround though. I think you’re underestimating what @shrtstck is saying about such a playlist.
It is an intended way to get as much use of the 24 hour limit as possible. Probably enough for even your usage. Plexamp can even create the playlist for you automatically.
If you are unclear of the procedure, check my post here: Plexamp Playlist Download 24hr Limit. *sad face* - #19 by d2freak (and see Elans post under it)
