That's because he already thinks he's a world-class entertainer. Didn't he refer to his old commentary as "improv comedy"? Motherfucker thinks he's Jerry Seinfeld or something, like he legit thinks he's peers with James Rolfe, and I don't doubt he's one of those guys who think they should be cracking jokes with Conan O'Brien. In his mind, Phil is this deeply intelligent, insightful guru with the most solid moral compass, principles and integrity that people should be listening to, and that TIHYDP began the decline of society as a whole. Not just the internet, society.