Your Money Guide on the Side
Ep 24 - Bill Perkins - How to Die With Zero (and Actually Live First)
14 Jul 2025
Is Future Planning Ruining Your Future?What if your financial advisor told you to spend your money now? To give away your inheritance early? To go on more vacations? To prioritize experience over investment?What if they told you the only inflation-protected asset is experience?Bill Perkins is a hedge fund manager, poker player, and author of the bestseller Die With Zero. On this week’s episode, he breaks down why money is just a means — and experience is the end.📚 What We Discuss with Bill Perkins:🛤️ 02:40 — Early revelations and going the non-traditional route 💡 05:10 — Borrowing from your poor self to give to your rich self 📆 07:35 — “What experiences belong when?” — and why delayed gratification can go too far 🤔 10:25 — What money can really buy — fulfillment vs. accumulation 🎢 12:22 — Staple experiences worth the cost — collecting memories that stick 🧠 13:35 — Memory dividends — the one return no market crash can erase 👵 15:40 — Retirement planning — running out of money vs. running out of time 🧘 17:50 — Letting go — why overplanning for the future can wreck the present 🕰️ 20:25 — “Life is now, life is urgent” — estate planning and missed chances 🏛️ 23:20 — When should inheritance be inherited? Challenging default thinking 🎯 26:15 — Hindsight and financial regret — is gold-plated better than good enough? 📖 28:20 — Learning from the past to make the most of what’s next 💸 29:20 — What is your time worth? The hidden cost of chasing more income💡 What You’ll Walk Away WithWhy deferring joy is often just fear in disguiseA new way to think about saving, giving, and legacyHow to measure value through memory, not moneyA framework for spending intentionally at different life stagesHow to plan for the end of life without missing the middle🧾 Resources MentionedDie With Zero by Bill Perkins → https://a.co/d/9KKHOzTYour Money or Your Life by Vicki Robin and Joe Dominguez → https://yourmoneyoryourlife.comIf you're still game to support the show, leaving a quick review really helps — even one sentence goes a long way to help others find the show.You can also join thousands of other investing-minded folks by subscribing to the newsletter: www.tylergardner.comIf you enjoyed this, check out episode 22 with Wendy Li — a former endowment CIO who managed billions for New York’s top institutions and shared how institutional investors evaluate risk, choose fund managers, and build resilient portfolios.
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