How to Money · Wednesday, August 5, 2026
Jack Raines advises caution regarding student loan debt, suggesting that taking on significant debt for mid-tier universities may not offer a strong return on investment. He believes that borrowing for Ivy League institutions can be justified due to strong career prospects, but emphasizes the need to ensure earning potential aligns with debt obligations.
“I would not have gone, like, I don't know what today's tuition is there, would say it's fifty thousand dollars a year. I just would not have gone two hundred thousand dollars in a debt.”
“So on the student debt thing, one like, don't go to a school or enroll in a program where you aren't confident you'll make the money to pay it off.”
“If you go to like Yale undergrad and you go like and you take out student loans for that, fine, Like you're realistically gonna have job opportunities to make hundreds of thousands of dollars like pretty early in your twenties, and then you just have to budget accordingly.”