Why would I want to do anything with the hobo? I deny him a coin, but I have no hint of what would happen if I gave him anything. The grind is also so bad I lost any interest in continuing the game after getting 55 coins.You only need 200 coins for the witchdoctor quest and 4 coins for the hobo. Also, if you clean the tavern and cook in the kitchen, the work will bring more and more money.
Here's a tip: If you don't have very much content in the game in this version, add some official cheats and/or hints on how to actually find what little content there is.