My theory on why Phil continues to make OK money is pity. I don't think even the dents buy that he's a positive, well-adjusted person because there is so much evidence to the contrary that it's overwhelming (notice how they get very awkwardly quiet when he starts having a freakout to not invoke his wrath). So I imagine they think they're helping him because he's such an online punchline and they've probably decided "Well, he's not THAT bad, let's stand up for the guy and help him out." PPP pretty much said as much when they first started working together. But Phil works by attrition, pretty much everyone decides eventually that enough is enough and cut ties with him, and at that point, he's already got a replacement lined up. It's sadly a semi-sustainable business model, at least short-term.