I used to do the same sort of thing and more with a bunch of python scripts.
My cheapo mass-storage mp3 player has died recently and my son has donated
(voluntarily) his Shuffle to me, but python scripts were all bit-rot and
refused to work and I haven't touched python for several years already, so
I rewrote the main script in ruby. The reading part of python version still
worked so I made it dump what it read in ruby-esque format for testing
(that's test_data.rb). The test_data isn't very exciting though (all
tracks are in default state without bookmarks).