#93 - Stock Market Insights and Tax Strategies for High-Income Earners with Brian Feroldi

Passive Income Pilots

In this episode, Tait Duryea and Ryan Gibson welcome Brian Feroldi, author of Why Does the Stock Market Go Up? to unpack the fundamentals of the stock market and explain strategies tailored for pilots and high-income professionals. Brian demystifies the difference between Roth and traditional 401(k) contributions, shares insights into dividend investing, and explains how to identify great companies for long-term growth. He also offers advice on working with financial advisors and highlights why most investors are better off with index funds. Whether you’re new to investing or looking to refine your strategy, this episode is packed with actionable insights.

Brian Feroldi is a stock market expert, author, and financial educator who has been investing since he was 19. Known for his straightforward approach to financial literacy, Brian wrote Why Does the Stock Market Go Up? Everything You Should Have Been Taught About Investing in School, But Weren’t, a guide for beginners looking to understand the stock market and build wealth. With a passion for analyzing businesses and empowering individuals to make smarter financial decisions, Brian helps professionals navigate everything from 401(k)s to stock picking, while debunking myths about investing.

Show notes:

(0:00) Intro

(01:20) Q & A: Roth vs. traditional 401(k) tax strategies for pilots

(10:24) Brian’s journey from gambling to investing in stocks

(16:55) How the stock market works: An investor's perspective

(24:55) What an overvalued stock market means

(29:40) Brian’s stock analysis checklist: What to look for in a business

(36:13) Tax-loss harvesting explained

(40:30) Should you hire an advisor for your 401(k)?

(45:50) Diversification beyond stocks: Brian’s personal portfolio philosophy

(49:06) Volatility vs risk

(52:10) Key takeaways from Brian’s book Why Does the Stock Market Go Up?

(54:42) Outro

Connect with Brian Feroldi:

• Book: Why Does the Stock Market Go Up? - https://amzn.to/40w3lfJ
• Youtube: https://www.youtube.com/c/BrianFeroldiYT
• X: https://x.com/BrianFeroldi
• Instagram: https://www.instagram.com/brianferoldi
• Facebook: https://www.facebook.com/brian.feroldi

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*Legal Disclaimer*

The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.