Unless I'm missing something, this unfortunately seems literally unplayable - the only direction is a floating orb over the road, the game guy didn't say anything useful, and after exploring the whole map and trying my best to press left click, e and whatever else I could think of on everything, I still couldn't progress.
EDIT: All of the instructions are now on the game page
Viewing post in Give My Money jam comments
Hey, it seems like you might have missed the dealer's spot for gambling. Make sure to look around for the gambling spot. To start gambling, press 'E' on the first and second papers in front of the dealer. We apologize for not being able to integrate the waypoint system due to the deadline, but you can check the game page for screenshots. Thank you for your comment.