Dear 100 Hour Board,
What is the largest amount of money you have ever given to a homeless person?
-Waaaaay too much (ಠ_ಠ)
$20 and a bunch of groceries that I had just bought. It was a very sweet family. I don't regret it at all.
Either $15 or $20. I'd just gotten off the frontrunner in Salt Lake City and was waiting for my friend to pick me up a couple of blocks over. For one of the streets I crossed, there was an island in the middle, and a small figure standing on the island. At first I thought the person was a lost child, but when I approached, I found out she was a woman. According to her, she'd been dumped by her boyfriend, and now was left with nothing. She was just looking for enough money to buy a train ticket back to California where she was from.
I don't know that I really believe her story, but more important than the money was the fact that I got the sense no one had treated this woman like a person in far too long. Simply talking to her felt like it did the most good.
I once gave a man with extremely diabetic feet about $40. His feet were one giant mass of ulcers and torn flesh and blood and pus, and he said he had been walking for miles across the city to get to the hospital because he didn't have money for a cab. It was very sad.
I once gave someone $50. I don't know if they were homeless or not, I didn't ask.