Well to answer the DU-member's "question", you feel guilty because economic envy and hatred of "excess" success is Prog dogma.
Several decades ago (Reagan-GHWB era) the San Jose Murky Skews dared to check out some of the guys sitting at street corners and freeway offramps holding begging signs. The Murk found that they were not what their signs claimed, and that their begging was their "career" that supported living in ordinary middle-class houses. For that reason, I focus my giving with orgs I know.
Been stories like that much more recently here in DFW Texas. Some folks stand on those corners and go home to their nice apartments. Some pool their earnings from the intersection. Some have the sketchy dude sitting in the shade who takes his cut of the earnings. And some are legitimately in trouble and can't get back on their feet.
Every now and again, a small still voice does tell me to get something to eat from the convenience store and give it to the guy sitting outside. Don't get those at the stop light though, take what you will from that.
I also ask lurkers again, where are the people who drop hundreds of thousands of dollars on "campaign fundraisers" every year when it comes to housing, feeding, educating and training these folk in need?