Why Your ‘Financial Advisor’ Ignores Real Estate w/ Henry Yoshida

REtipster does not provide tax, investment, or financial advice. Always seek the help of a licensed financial professional before taking action.

Most people think their retirement accounts can only invest in stocks, mutual funds, and index funds. But that’s not actually true.

In this episode, I talk with Henry Yoshida, CEO of RocketDollar, about how investors can use self-directed retirement accounts to invest in alternative assets like real estate, land deals, startups, and private investments.

Henry spent a decade at Merrill Lynch, built a robo-advisor acquired by Goldman Sachs, and now helps investors unlock retirement money for deals most people assume they can’t access.

Special Offer: Save $100 on your new RocketDollar account when you use the code ‘REtipster’ at checkout!

Episode Transcript

Key Takeaways

In this episode, you will:

  • Discover how retirement accounts like IRAs and 401ks can legally be used to invest in real estate and other private deals outside the stock market.
  • Learn why traditional financial advisors rarely mention self-directed investing and what structural incentives keep this option hidden from most people.
  • Understand the key differences between Roth and traditional IRAs, including flexibility rules that most people never hear about.
  • Find out how checkbook control and direct custody accounts work differently and which one fits specific types of real estate deals.
  • Hear why one financial expert believes the 60-40 stock-and-bond portfolio is outdated and what he thinks should replace the bond allocation.

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About the author

Seth Williams is the Founder of REtipster.com – an online community that offers real-world guidance for real estate investors.

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