Oh dear diary, I haven't been writing much. Here's an update:
I've been working on (unofficial) Pico-8 integration into Pixel Art Academy. (Menu is obviously placeholder WIP. Also the GIF recording somehow produced weird blurry pixels. It's pixel perfect in reality.)
In the storyline, you'll work in a student game dev club and do art for the team. Here's a prototype of the drawing app.
After you've drawn your art, when you go back to Pico-8, the sprites are magically updated!
Of course this is just the very first step in this storyline. Later on you would get to work on bigger games, work with an art director, maybe even vote in game design decisions. The idea is to have a context for learning pixel art and the game presents you with both challenges and also resources from which to learn.