I can't believe the level of elitism and immaturity that this idea represents. Firstly, homeless are not hobos. Second, you want to give homeless jackets of rivals - why? Because you want to laugh at them. How elitist. An MIT project you say?
However, we are not giving the homeless jackets because we want to laugh at them. We are trying to put a spin on the gamification of charity to see if we can get people to do more than they would otherwise.