Q&A: He Wants to Die With Zero – Here’s How to Spend $1M Without Running Out

Q&A: He Wants to Die With Zero – Here’s How to Spend $1M Without Running Out

#710: What does it really look like to balance financial optimization with real-life tradeoffs—whether that’s choosing meaningful work, spending down your savings, or deciding where your next dollar should go? Mike is planning to retire at 60 with $1 million saved and a clear goal: spend it all during his lifetime. He wants to know how to structure his withdrawals so he can maximize income now while still covering the decades ahead. Kip was planning to retire after feeling burned out—until a chance conversation led him to a completely different role within his company. Now he’s happier than ever, but he’s also curious about whether real estate syndications are a smart next step for investing. Jessie and their spouse are about five years away from early retirement and trying to decide where their next savings dollar should go—keep maxing out Roth IRAs, or shift toward a taxable account for more flexibility? We’ll get into all of that—and how to think through each of these decisions—on today’s episode. Resources Mentioned: Listen to Kip’s previous question: https://affordanything.com/episode627 Don’t miss the YFRP Webinar! https://affordanything.com/rental2026 Join the YFRP waitlist:⁠ https://courses.affordanything.com Stay in the Loop:⁠ https://affordanything.com/newsletter⁠ Die with Zero, a book by Bill Perkins: ⁠https://amzn.to/3P1ydBS⁠ Share this episode with a friend, colleagues, and your arborist: https://affordanything.com/episode710 Learn more about your ad choices. Visit podcastchoices.com/adchoices

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Q&A: We Have $80K in Cash and Want a 1–2 Year Sabbatical. Is It Enough?

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 Sep 1h 14min

Why 60,000 New York Apartments Sit Empty in a Housing Crisis, with Kenny Burgos

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 Sep 1h 25min

Q&A: I’m Tired of Managing My Rental Property. Should I Sell It?

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 Sep 1h

Why Self-Worth Predicts Your Income More Than Your SAT Score Does, with Marisa Franco

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 Sep 1h 7min

Your "Diversified" Portfolio Might Secretly Be One Big Bet on AI, with Alec Litowitz

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 Sep 1h 57min

How a Blind Man and His Dog Survived 9/11 from the 78th Floor

How a Blind Man and His Dog Survived 9/11 from the 78th Floor

#749: Michael Hingson was on the 78th floor of the North Tower of the World Trade Center when the first plane hit on Sept. 11. He felt the impact, but couldn’t see it. Michael has been blind since ...

11 Sep 1h 33min

Q&A: My Dream Job Won't Wait If I Take a Family Gap Year — Do I Quit Anyway?

Q&A: My Dream Job Won't Wait If I Take a Family Gap Year — Do I Quit Anyway?

#748: The real question behind quitting a job you love or paying off debt anyway? Your money mindset. Take our free quiz to find yours: https://affordanything.com/fiire A listener with $686,000 saved...

8 Sep 1h 1min

First Friday: Trouble in the Bond Market

First Friday: Trouble in the Bond Market

#747: We have good news on multiple fronts to share about the job market, the stock market, the commodities market, and volatile news around the bond market. And we begin it with some great news co...

5 Sep 45min

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