Unlock Your IRA: Alternatives Wall Street Doesn’t Want You to Know with Henry Yoshida

Unlock Your IRA: Alternatives Wall Street Doesn’t Want You to Know with Henry Yoshida

April 15, 2026 · 36 min · Season 7 · Episode 29

About this episode

Christine McCarron interviews Henry Yoshida about self-directed IRAs and alternative investments beyond traditional options.

Christine McCarron interviews Henry Yoshida about self-directed IRAs (SDIRAs), focusing on alternative investments beyond traditional stocks, bonds, and mutual funds. The discussion covers rules, opportunities, risks, and who benefits most from these accounts. Rocket Dollar manages about $12billion in assets and specializes in enabling tax-advantaged investing in non-traditional assets Main Highlights IRAs (created in 1974) technically allow almost all investments except two explicitly prohibited categories: life insurance and collectibles ("show-off assets" like artwork, classic cars, baseball cards, rugs, antiques, gems, or certain metals). Providers often limit options to stocks/bonds/mutual funds because that's their business model—not because of IRS rules. With a self-directed custodian like Rocket Dollar, investors can access: real estate, private companies/funds, digital assets , real estate syndications, and private lending. Real estate rules (frequently searched topic): Private lending (fastest-growing segment): Other rules and risks : Who Benefits Most? ("Goldilocks" Client) Primarily ages 40-55/60 — stable mid-career, entering peak earning years…

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