In this lively and often humorous discussion, the hosts take the “Can You Afford to Be a Socialist?” test, comparing the privilege of political figures—like a candidate who quit his job at 33 because his wealthy Hollywood parents could bankroll him—to their own middle-class upbringings and expectations. They explore generational attitudes toward independence, share personal stories about living at home to pay off debt, and reflect on how economic reality shapes ideology. Along the way, they touch on rising housing costs, student loan burdens, and the social dynamics of moving back in with parents. If you’ve ever wondered how privilege intersects with politics—or laughed about the idea of your parents funding your mid-30s gap year—this conversation is for you.