Phil isn't depressed, he doesn't even have the mental capacity for it. Frustration that he's not able to beg enough to consoom as much as he wants is the closest thing to depression his brain is physically capable off.
Nope. This is one of those things people can't seem to understand.
Phil is a beggar, which is a low level scam, and he's been doing it since he first started recording himself. Apart from that he has not changed at all, not one iota, since he was in middle school. He's begged his way to the 1% and he will continue to beg up until the day he dies regardless of what else happens in his life.
He's truly living the best life a beggar can ever hope for. He truly is pretty satisfied with his lot in life, he just wishes he didn't have to play games he hates and he wishes he could consume more, but otherwise his life is exactly what he wants.
He has just about as much ambition as an intestinal worm. Scratch that, parasites have more ambition than Phil as they actually reproduce.