My cheerleading squad has to do this almost year round to raise money for competitions, etc. One of the easiest ways we've found so far is to find some kind of work place where there are a lot of men- like a factory or plant- anything that has men coming in and out on "shifts". Get there during the shift change when one group is coming out and one is coming in, and you can sell the hell out of anything edible. Candy bars and boxes of donuts by the dozen, do the best. But they'll pretty much buy
anything they can eat. Stand near the entrance or wherever they all have to pass. We wear uniforms so they recognize it's some kind of fundraiser, but you could make a little sign telling what the charity is and let it hang off the front of his box. You or whoever takes him can sort of sit (if it's you, bring a chair since you can't be on your feet) or stand nearby to help with any money/change deals, but let him stand there with his little box as they pass. Even if they don't want the candy, they'll usually give some money.
Sometimes people will even go ahead and buy the whole box from us and then take it inside and sell it for us to get their money back. We can usually sell-out in half an hour, no matter how many boxes we bring. And sometimes it's hundreds.
