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BiggerPockets Money Podcast Archive
Every episode of the BiggerPockets Money Podcast, from the beginning of time. Thank you for listening, and for coming to our website!
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Mega-Cap Tech: Individually, Each Giant Makes Sense… Collectively, They Don’t (Is it an AI Bubble?)
Eleven interconnected AI/Tech companies are valued at a combined $27T as of July 2026. While each company individually has a plausible path to success, what you have to believe for the collection as a whole should give you real pause. I think the hardest challenge for investors in 2026 is the discomfort so many of…
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Planning for Healthcare Costs Over a Decades-Long Early Retirement
This is Part 2 of a two part series for early retirees and self-employed households and health insurance. In Part 1 I covered how health insurance works for early retirees and the self-employed in 2026: how to get coverage, why location swings the price so much, how Premium Tax Credits work, and why staying under…
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How Health Insurance Works in Early Retirement and Self-Employment (2026)
Healthcare costs in early retirement or self-employment are a high-stakes game. You have to pay attention today, and the wide variability means you also need to plan conservatively over the next few decades. This is part one of a two part mini-series. Here I’ll answer the basic questions about how things work right now, so…
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On The Weak Correlation Between “Premium Pricing” and “Premium Output”
Across my experience as a CEO, I’ve observed that the correlation between premium pricing or firm reputation and quality of output is actually very weak. “You get what you pay for” is, fundamentally, not true, across my body of experience, when it comes to paying premium prices. I define “premium pricing” as top quartile pricing…
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Scott’s Age 35 Health and Fitness “Protocol”
I’ve been asked by a few BiggerPockets Money listeners about my Fitness and Health Plan. I’ll start with a disclaimer here. I am no “Fitfluencer”, and have no intention of diving deeply into this space, beyond this blog post and maybe 1 more follow up. I am not an elite athlete, and I am very…
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Investment Thesis: Are *Some* Office Buildings Incredibly Attractive in 2026’s Depressed Environment?
Note: I (Scott) enjoy putting my brain to work on investment and business plans. I plan to publish many theses, and act on only a handful. I sincerely hope for feedback and input from the community, and look forward to hearing from you! Please view these theses not as investment advice, or recommendations, but rather…
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Bitcoin’s Binary Endgame
Why the Security Model Cannot Stabilize and Must Collapse to Functional Zero An incentive-based analysis of the post-subsidy security cliff, the compounding fragility trap, and the absence of a stable low-equilibrium state. Note: This article is attracting readership well outside the usual BiggerPockets Money audience. If you understand Bitcoin’s security model and mining economics, and…
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Why Healthcare Costs rise Sharply with Age In Early Retirement – And Why Early Retirees Need a Bigger Buffer than the 4% Rule
Health insurance premiums rise dramatically with age in the United States. This is not a theoretical risk or a pessimistic/overly conservative assumption. It is a core feature of the healthcare system, explicitly permitted under the Affordable Care Act. The earlier someone retires, the longer they are exposed to predictable, age-driven increases in healthcare costs before…