How to Use Your IRA to Invest in Real Estate & Alternatives | Henry Yoshida

Henry Yoshida of Rocket Dollar explains how to use IRAs for real estate, crypto, and private deals—unlocking $18T in retirement funds for alternatives.In this episode of RealDealChat, Jack sits down with Henry Yoshida, co-founder & CEO of Rocket Dollar (a subsidiary of Retired.com), to explore how investors can unlock the power of retirement accounts for real estate, crypto, and private investments.Henry shares his journey from financial advisor to wealth-tech entrepreneur, building platforms that custody over $12B in assets. He explains why traditional advisors rarely mention self-directed IRAs, how Rocket Dollar makes alternative investing as simple as wiring money, and what rules you must follow to stay compliant.Here’s what you’ll learn in this conversation:Why 98% of IRA money is still stuck in public stocks & bondsThe truth about “self-directed IRAs” and how they actually workThe only two things you cannot invest in with IRA dollarsHow to buy real estate (single family, syndications, funds) inside an IRARules around prohibited transactions & why sweat equity is riskyHow Rocket Dollar integrates bank accounts with IRAs for easy investingCrypto, private equity, and unusual investments allowed in IRAsMarket trends: why investors are seeking alternatives beyond the S&P 500The $35 trillion opportunity in retirement funds waiting to be unlockedKey tax advantages of using retirement dollars for real estate📌 Learn more at RocketDollar.com — use code REI25 for $100 off setup.💡 Want help scaling your real estate business with AI and automation?Schedule your free strategy session today: https://realdealcrew.comCall to Action:Learn more at https://realdealcrew.comTimestamps00:00 – Surprise: Crypto & real estate are allowed in IRAs01:00 – Henry Yoshida’s background in wealth-tech & financial services03:00 – Why advisors don’t talk about self-directed IRAs05:00 – Retired.com, Rocket Dollar & $12B in custody assets07:00 – What you can and can’t invest in (life insurance & collectibles only)09:00 – Why investors are moving beyond public markets11:00 – How Rocket Dollar accounts are structured & funded13:00 – Benefits of unlocking retirement dollars for alternatives15:00 – Step-by-step: setting up & funding your Rocket Dollar account18:00 – Making investments: ACH, wires & account titling19:00 – Performance examples: real estate in 2020, private credit funds21:00 – Rules: prohibited transactions, Airbnb, sweat equity limits23:00 – Property management & compliance tips25:00 – Market trends & incumbents moving into alternatives27:00 – Advice for younger investors: start small, be consistent30:00 – Book picks & personal tools Henry uses33:00 – Rapid fire: lies, advice, quotes & time savers#SelfDirectedIRA #RealEstateInvesting #RetirementFunds #PassiveIncome #RocketDollar #HenryYoshida #CryptoIRA #AlternativeInvestments #GenerationalWealth #RealDealChat #TaxAdvantagedInvesting #RetirementPlanning #InvestingInRealEstate #FinancialFreedom #PrivateEquityRealDealCrew.comWe empower real estate investors by optimizing your business processes through customized automation and system integration. From lead management to deal closure, we help you build a scalable and efficient operation. Learn more at RealDealCrew.comLIKE • SHARE • JOIN • REVIEWWebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagramSUPPORT THE SHOW!If you are new to Wealthfront, and open a Cash Account, you'll get a 0.50% APY boost for 3 months.Open an Automated Index Investing Account or Automated Bond Portfolio, you'll earn $5,000 managed for free.Get $10 and Reduce Your Business Costs by Shopping at AppSumo • https://bit.ly/reiappsumoGet $10 Towards Your First Purchase at Drop • https://drop.com/?referer=3DC729