Look around carefully for their parked car. Often times it’ll be a fairly new and obviously expensive model.
Pro beggars can rake in very big bucks.
I’m sure there may be some homeless mixed in with the pros. But, I suspect a homeless person that stepped into a pros territory might get roughed up. Much like drug dealers, certain corners are claimed and defended by whoever uses them.
So asking for money from strangers and throwing away your dignity to do so was a lot less stressful social-wise than going to a job interview? I believe you, I have social phobias too, but the wording sounds off.
In Portland we are a very homeless-friendly city and we get all kinds of beggars. Some are people down on their luck, and some are just scammers who know that they can make lots of money tax free from people. There’s no way to tell, so they get nothing from me. Here’s a Willamette Weekly article on the panhandling industry here. It’s six years old but still relevant. A lot of the street kids in Pioneer Square are there because they want to be, not because they have nowhere to go.