Rufus, Outhouses, and Should we give a $#@%? Or, Do Boomers owe their children a better life?

Send us Fan MailIn this episode, I push back on the idea that Boomers “had it easy” and owe their kids a softer life. Starting with the story of Rufus—a kid who walked into an auto shop two weeks before his 14th birthday to ask for a job—I connect three generations: my dad shoveling outhouses, a young hustler running a repair shop in his teens, and today’s grads struggling with housing and work. We talk college degrees vs trades, starter homes then vs now, participation trophies, Sweden and “socialism,” and why, in any era, showing up, doing hard work, and living below your means still beats waiting for the government—or your parents—to fix your life.