$20 Trillion Opportunity: How to Invest in Real Estate and Private Deals Using Your IRA | Henry Yoshida

In this episode of Money Moves, Matty A. dives deep into the world of Self-Directed IRAs with Henry Yoshida, co-founder and CEO of Rocket Dollar. Henry breaks down how investors can take control of their retirement accounts and use them to invest in real estate, startups, private equity, crypto, and other alternative assets.You’ll learn how the $20+ trillion retirement account market is shifting, what structures you need to know (Self-Directed vs. Checkbook IRA), and how to avoid the common legal pitfalls that derail investors. Henry also shares how Rocket Dollar is democratizing access to private deals through fast onboarding, tech-driven compliance, and investor education.What You’ll Learn:How to unlock your retirement funds to invest beyond Wall StreetThe difference between traditional, SDIRA, and Checkbook IRA modelsWhat assets are allowed—and what transactions are prohibitedTax benefits of using retirement capital for real estate & private equityHow real estate operators can accept SDIRA capitalWhy Millennials and Gen Z are seeking more controlMistakes to avoid when using your IRA for alternativesWhy UBIT matters—and how to manage itHow Rocket Dollar makes it easier to invest in what you believe inTimestamps: 00:00 – Henry’s background & Rocket Dollar’s mission 03:00 – Retirement capital: A $20 trillion opportunity 06:30 – Comparing IRA types and structures 10:00 – IRS rules: what’s allowed and what’s not 15:00 – Tax deferral benefits for long-term wealth 20:00 – Platform, fees & investor experience at Rocket Dollar 25:00 – Accepting SDIRA capital as a fund manager 30:00 – Generational shifts in retirement investing 35:00 – Common SDIRA mistakes & how to avoid them 39:00 – Henry’s closing advice to investors and operatorsConnect with Henry Yoshida & Rocket DollarWebsite: https://www.rocketdollar.comLinkedIn: https://www.linkedin.com/in/henryyoshida/Instagram: http://instagram.com/fitfinancehenryFacebook: http://facebook.com/henrythecfpYouTube: https://www.youtube.com/c/RocketDollarEpisode Sponsored By:Discover Financial Millionaire Mindcast Shop: Buy the Rich Life Planner and Get the Wealth-Building Bundle for FREE! Visit: https://shop.millionairemindcast.com/CRE MASTERMIND: Visit myfirst50k.com and submit your application to join!FREE CRE Crash Course: Text “FREE” to 844-447-1555FREE Financial X-Ray: Text "XRAY" to 844-447-1555