
How Losing $500K in ‘08 Led One Trader to a Different Kind of Portfolio, with Jared Dillian
#756: 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 port...
6 Loka 52min

AI, Debt, and a Social Security Shortfall. Should Your Money Plans Change? With Rob Berger
#755: Many retirees fear running out of money more than they fear dying. AI is reshaping the economy, the U.S. now spends over $1 trillion on interest, and Social Security faces a shortfall. Rob Berge...
2 Loka 1h 9min

Q&A: We Have $80K in Cash and Want a 1–2 Year Sabbatical. Is It Enough?
#754: Four months of savings in the bank, a goal of eight, and a career break she's excited to fund. Does everything else really have to wait? Paula and Joe's answer: don't turn your emergency fund in...
29 Syys 1h 14min

Why 60,000 New York Apartments Sit Empty in a Housing Crisis, with Kenny Burgos
#753: New York City is short roughly half a million homes, yet at least 60,000 rent-regulated apartments sit empty. Under current rules, many owners lose less money by leaving them vacant than by fixi...
25 Syys 1h 25min

Q&A: I’m Tired of Managing My Rental Property. Should I Sell It?
#752: A caller's rental is performing fine, but a late-paying tenant and a roof replacement have her ready to sell it before she moves to Madrid for her MBA. Paula argues the real fix isn't selling — ...
22 Syys 1h

Why Self-Worth Predicts Your Income More Than Your SAT Score Does, with Marisa Franco
#751: The belief that’s quietly sabotaging your progress might not even be true. Free worksheet to question it: https://affordanything.com/turn-it-around Two people can grow up with the exact same ...
18 Syys 1h 7min

Your "Diversified" Portfolio Might Secretly Be One Big Bet on AI, with Alec Litowitz
#750: Free worksheet: question the belief that might be keeping you stuck — before reality forces the update for you: http://affordanything.com/turn-it-around Alec Litowitz spent three decades buil...
15 Syys 1h 57min



















