Q&A: Are AI Stocks About to Crater?

Feb 3, 2026

They debate whether AI-driven stocks are overhyped and whether market timing or index tweaks are wise. Practical advice on building an all‑weather portfolio with simple fund mixes, rebalancing, and dollar‑cost averaging. Strategies for stabilizing income, prioritizing debt and safety home projects, and testing small business ideas before scaling.

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ADVICE

Build An All-Weather Portfolio

Build an all-weather portfolio with broad funds (total stock, total bond, international) and ignore daily news.
Rebalance once a year by buying into underperforming slices or trading to your target allocation.

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ADVICE

Dollar-Cost Average Every Paycheck

Do dollar-cost-average from each paycheck rather than trying to time market peaks.
Regular contributions reduce the risk of buying at worst possible moments and improve long-term returns.

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INSIGHT

AI Investing Feels Different Than Dot-Coms

AI differs from the dot-com era because many AI companies already generate revenue and real utility.
That revenue and adoption argue against a straightforward repeat of 2000-style collapse.

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Why playing market-timing is the wrong move

02:40 • 3min

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What an all‑weather portfolio means

05:49 • 41sec

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Practical fund mix for new investors

06:30 • 4min

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History shows holding through bubbles pays off

10:55 • 2min

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Are we in an AI bubble? Hosts' view

12:44 • 5min

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Why AI growth may decelerate, not reverse

18:12 • 4min

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Final investing advice: be passive not reactive

Solve the income problem before other choices

33:32 • 2min

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Immediate steps: rent a room and cut expenses

35:44 • 7min

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Remodel only for safety or income reasons

42:34 • 2min

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Keep liquid reserves until income stabilizes

Will employer health benefits persist?

49:52 • 6min

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Growing alternatives to traditional insurance

56:04 • 5min

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Small‑business challenges buying group coverage

01:00:49 • 3min

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Systems, not just craft: The E‑Myth lesson

01:03:35 • 6min

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Pressure‑test ideas with customers before building

01:09:33 • 2min

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Lean Startup and Traction for entrepreneurs

01:11:51 • 1min

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Start small: bootstrap, learn, iterate

• Mentioned in 158 episodes

The Lean Startup

Eric Ries

The Lean Startup introduces a revolutionary approach to building and scaling businesses, emphasizing continuous innovation, customer feedback, and scientific experimentation. Eric Ries defines a startup as an organization dedicated to creating something new under conditions of extreme uncertainty. The book advocates for 'validated learning,' rapid experimentation, and the Build-Measure-Learn feedback loop to shorten product development cycles and measure actual progress. It also stresses the importance of pivoting or persevering based on data and customer needs, making it an essential read for anyone involved in starting or growing a business.

#197

• Mentioned in 108 episodes

The E-myth

why most businesses don't work and what to do about it

Michael E. Gerber

The E-Myth Revisited by Michael E. Gerber dispels the myths about starting your own business, highlighting that most small business owners are not true entrepreneurs but rather technicians skilled in their trade. Gerber introduces the concept of the 'E-Myth' and explains that business owners must embody three key roles: the Entrepreneur (the visionary), the Manager (the organizer), and the Technician (the doer). The book emphasizes the distinction between working 'on' your business and working 'in' your business, and provides practical advice on building systems and processes to ensure a business can run independently of its owner.

#41

• Mentioned in 249 episodes

So Good They Can't Ignore You

Why Skills Trump Passion in the Quest for Work You Love

Cal Newport

In this book, Cal Newport challenges the conventional wisdom that following one's passion is the key to career happiness. Instead, he argues that passion often follows mastery and that developing valuable skills and expertise is essential for creating work you love. Newport presents four rules: Don't follow your passion, Be so good they can't ignore you, Turn down a promotion, and Think small, act big. He supports his arguments with case studies from various professionals who have found satisfaction in their careers through hard work and skill development.

#72

• Mentioned in 203 episodes

Traction

Get a Grip on Your Business

Gino Wickman

In Traction, Gino Wickman provides a systematic approach to achieving business success through the Entrepreneurial Operating System (EOS). The book focuses on six key components: Vision, People, Data, Issues, Process, and Traction. It helps business leaders clarify their vision, align their leadership team, solve common business problems, and foster healthy communication and discipline within the organization. The EOS system is designed to help businesses overcome frustrations such as lack of control, people issues, insufficient profit, hitting the ceiling, and feeling stuck. The book offers practical tools, real-world examples, and actionable strategies to drive sustainable growth and improve business operations.

#686: Rachel: Rachel is new to investing and has noticed the stock market being dominated by AI companies. She wants to make sure her portfolio is balanced without overexposing herself.Should she rethink her index fund strategy to protect against a potential AI bubble?

Sarah: Sarah just turned 65, owns her home outright, and has been relying on credit cards since losing her job last year. She’s weighing whether to claim Social Security now, pay off debt, remodel her home, or convert her traditional IRA to a Roth.How should she prioritize these major financial moves while balancing income, debt, and retirement accounts?

Anonymous “Julie”: This listener is on COBRA after her spouse took a federal buyout and is exploring starting a small business with her two young kids to teach them entrepreneurship.Will employer-provided health insurance fade away, and how can she test business ideas before fully committing?

Resources Mentioned:

Books:

So Good They Can't Ignore You by Cal Newport

The E-Myth by Michael Gerber

Traction by Gino Wickman

The Lean Startup by Eric Ries

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