Radio and PodcastLive Radio & PodcastsBusiness
How Losing $500K in ‘08 Led One Trader to a Different Kind of Portfolio, with Jared Dillian
: In September 2008, Jared Dillian watched about half a million dollars of Lehman Brothers stock go to zero in a single week. He wasn't allowed to sell any of it. What he built afterward is a portfolio designed so he nev...
Related Episodes
Continue listening to more episodes from Afford Anything.
Q&A: We Have $80K in Cash and Want a 1–2 Year Sabbatical. Is It Enough?
Sep 29, 2026 - 74:05
Why 60,000 New York Apartments Sit Empty in a Housing Crisis, with Kenny Burgos
Sep 25, 2026 - 85:39
Q&A: I’m Tired of Managing My Rental Property. Should I Sell It?
Sep 22, 2026 - 60:05
Your "Diversified" Portfolio Might Secretly Be One Big Bet on AI, with Alec Litowitz
Sep 15, 2026 - 117:09
Q&A: My Dream Job Won't Wait If I Take a Family Gap Year — Do I Quit Anyway?
Sep 8, 2026 - 61:00