The most I will do is give a homeless guy food or a gatorade. I gave one guy ten bucks once, but only because I found twenty bucks earlier in the day and he told me that he played for KC and the Sunshine Band and later for Styx before he fell on hard times.

It is almost always a waste to give money to the homeless, though. If you want to help, donate to a shelter so the money will be used for good instead of a fix.