This is a fascinating thread.
My wife is a social worker. She has spent her career working with the homeless and the incarcerated. She never gives money to panhandlers, no matter what the story. We regularly donate to the local food bank and to a local homeless shelter, so it’s not as if she isn’t sympathetic, but she won’t hand out cash to anyone. She knows what they want it for.
Story #1: One holiday season, we were walking out of the local Home Depot and were stopped by a well-dressed young woman who wove a tale of woe about needing money for a place to sleep for the night, because she was pregnant, and the local homeless shelter wouldn’t admit her. It was an extremely plausible-sounding story, except for the fact that my wife knows the shelter system like the back of her hand, and knew her spiel was complete B.S. With that, my wife pulled out a pamphlet she kept in our car that lists the various social services and locations available to the homeless, and went into her 5-minute “social worker” lecture mode. You could just see that young woman itching to leave. She practically ran away once my wife was done with her.
After she was gone, I said to my wife, “You know she was just a scammer, right?”, to which she replied, “Of course. Put it was fun to put her on the spot, and give her a dose of her own medicine.”
Story #2: A few months back, I was walking through the parking lot of a fast food restaurant when a young guy stopped me and asked for gas money so he and his buddy could get home, because his debit card had been stolen, and the police refused to help him. He promised he would repay me as soon as he got back home. While he was spinning his tale, I looked over to his car and saw his friend calmly surfing away on a cell phone. I briefly considered pointing out how he and his friend could call home, have a friend or family member wire money to the Western Union downtown, and then pick up the cash. But why help them improve their scam? Instead I just laughed and said, “Keep practicing!” and walked on.
People who work with the homeless know all the scams; they’ve heard them a million times. As my wife points out, a truly stranded person can always flag down a cop and get help. There is a significant amount of public and private aid available to people who are “honestly” homeless (e.g. due to finances rather than mental illness or addiction) to get them back on their feet. And in a world where everyone has a cell phone, it makes no sense that someone can be “stranded”, assuming they have any friends or family who truly care about them.
A final anecdote: my brother is a pastor, and over the years has dealt with a multitude of people who have shown up at his church with a detailed sob story about needing financial assistance from the congregation. He has never had a case that didn’t turn out to be a scam. He keeps in touch with several other local pastors, and they keep each other aware of the “supplicants” they deal with, as the scammers inevitably go from one church to the next. Like my wife, he never gives cash to anyone.