Ok so, I am gonna be real with you chief. Ignoring the whole irony of using AI art on an anticapitalist game. I think the game would flow better if you simplify some stuff. I am not an expert game designer, but maybe cutting back on the pages of AI art and making it a one page RPG would make it a lot better. Not only that, but I also think the game could be easily improved by cutting a lot of the classes or explaining the mechanics better. I know we give 5e a lot of heat, but it's a really popular game not only for its brand recognition, but because it's a really well layed out game. You also rely too much on people knowing mechanics from other games instead of building up your own.
Look, you got a good concept for a game, but you should really try to make one thing work well in a game jam instead of being a jack of all trades but a master of none. Having read the game, I just think it really doesn't hold up well enough to be played. This is just a recommendation, and you can ignore it as much as you want, but you should study what makes a good jam game work. Look at stuff like crashing pandas or the last tea shop. Or heck, look at some video games from other jams like the winners from GMTK.
Sorry If I am being extremely harsh, but you really got a solid foundation here, I like the dice mechanics and the setting. And seeing it's your first jam work I think you should be proud, you made a game and that's a big achievement, most people don't even get to that. I know it might contradict what I said earlier but I actually want to see more of your work, if you are able to flesh out this game later or make even more games I would love to see them. First games Always are kind of weird and amateurish(which I think is what makes them unique) and you got a good game if you polish some stuff
(Also, no art, public domain or really simple art is always better than weird anime looking AI )