Great game, great music. I almost begged two bucks before getting nailed.
I lived this life years ago: street begging, hustling food, selling found objects on the street or in pawn shops, walking all night, etc. Two suggestions: possible dumpster diving for food behind the fast food joints; and some hint as to risks of getting busted or rolled when the player chooses a direction to walk or is pulling in coin at a begging spot.
I'm looking forward to where you go with this.