Heard him talking recently about how they get 30-40 submissions a day with people who want to go on the show so almost everyone that goes on there is doing it because they want to get called out on their BS. Unfortunately, some are on there just to get their face on youtube, but he's tried to screen those people out. He likes to diversify his guests but he also genuinely cares about his guests and wants them to get out of financial trouble which is why it trends towards those in bad situations.
He also said that he's given financial assistance to some of his guests. One guy was homeless and he said he gave him money for a security deposit on an apartment and was going to buy him a fridge so he could store fresh food and wouldn't go get fast food all the time. At first I thought he was a big jerk but after watching more of him, I do think he actually cares and now that he's really raking in the money, he is trying to give back too.
One more comment, some people have called him out for suggesting Uber Eats. While I agree that most people have some additional skill that could get the a better side hustle, I think a lot of the time he suggests someone go find supplemental income and they make a lame excuse or say that can't find work. So his default has developed into something that is just so incredibly easy to do, that even if it doesn't generate much money, it's not something that most guests can argue against.