I read the comments below, so I could progress a little bit further into the game. The idea of telling a story about gambling addiction is very interesting, and at first the way you make the player bet and lose even though he was so certain of the results... this part I think is executed very well!
But after that, the game loses focus. There are many days that you have to repeat without any change in order to reach the next interactions. And in the end, all those stats don't seem to change the outcomes of the story (at least I didn't notice anything).
I would suggest to focus on the core of the idea in a future game jam. It seems like the concept of the game was very big, and then development of the parts was spread thin.