I have had this idea for awhile and it might offend some people. Others might think it is a great act of generosity. The bottomline of this idea is that time is priceless and that people will pay money to save time.
When I was at Berkeley I would always see tons of homeless people on the street. One day when I was waiting in a 2 hour line for tickets I realized I could outsource this waiting to a homeless person. Brilliant! They need money and have tons of free time. I have money and would rather spend my time doing other things.
There is a new service called Gomobo which does a similar thing. You can pay to skip lines for restaurants in New York City. Not exactly my idea but on the right direction.
The only problem with my idea is you may need to give the homeless person a cell phone or have a group of them share a cell phone. Anyways, would you use this service?