Building, Selling, and Reinventing Retirement Investing with Henry Yoshida episode artwork

EPISODE · Jan 14, 2026 · 35 MIN

Building, Selling, and Reinventing Retirement Investing with Henry Yoshida

from The Inul Chowdhury Show

“Today’s guest is Henry Yoshida, CEO and Co-founder of Rocket Dollar, a platform that allows people to invest their tax-advantaged retirement funds into private and alternative investments—well beyond the traditional stock-and-bond model.Henry has spent over 25 years in financial services, particularly in the IRA and retirement investing space. Before Rocket Dollar, he founded Honest Dollar, a venture-backed retirement platform that was acquired by Goldman Sachs, and MY Group LLC, which was later acquired by Captrust. Earlier in his career, he also spent a decade at Merrill Lynch.He’s a Certified Financial Planner, has brought multiple innovative financial products to market, and has built—and successfully exited—multiple fintech companies.Henry is a graduate of The University of Texas at Austin, holds an MBA from Cornell University, lives in Austin, and is the father of two daughters. This conversation dives into retirement investing, self-directed IRAs, alternative assets, and what decades in finance teach you about building wealth the right way.”🎙️ Welcome to the Inul Chowdhury Show!Your go-to podcast and YouTube channel for self-improvement If you're looking to level up your life, income, or mindset — you're in the right place.👇 Useful Links & Resources 👇🔗 My Linktree (All My Offers & Freebies):👉https://linktr.ee/inulchowdhury786💼 GoHighLevel - The Ultimate All-In-One Marketing Platform✅ Start Your Free Trial + Bonus Training👉 https://www.gohighlevel.com/?fp_ref=rasel81📚 Skool - Build a Community & Make Money While You Sleep✅ Try Skool & Launch Your Paid Group👉 https://www.skool.com/signup?ref=fcd87412b7364bafa9788bf81d3108a1🧠 What You’ll Learn HereActionable strategies from industry expertsTools that help automate and scale your businessHow to monetize your passion and create real freedom💬 Don't forget to like, subscribe, and leave a review if this brought you value!  Hosted on Acast. See acast.com/privacy for more information.

“Today’s guest is Henry Yoshida, CEO and Co-founder of Rocket Dollar, a platform that allows people to invest their tax-advantaged retirement funds into private and alternative investments—well beyond the traditional stock-and-bond model.Henry has spent over 25 years in financial services, particularly in the IRA and retirement investing space. Before Rocket Dollar, he founded Honest Dollar, a venture-backed retirement platform that was acquired by Goldman Sachs, and MY Group LLC, which was later acquired by Captrust. Earlier in his career, he also spent a decade at Merrill Lynch.He’s a Certified Financial Planner, has brought multiple innovative financial products to market, and has built—and successfully exited—multiple fintech companies.Henry is a graduate of The University of Texas at Austin, holds an MBA from Cornell University, lives in Austin, and is the father of two daughters. This conversation dives into retirement investing, self-directed IRAs, alternative assets, and what decades in finance teach you about building wealth the right way.”🎙️ Welcome to the Inul Chowdhury Show!Your go-to podcast and YouTube channel for self-improvement If you're looking to level up your life, income, or mindset — you're in the right place.👇 Useful Links & Resources 👇🔗 My Linktree (All My Offers & Freebies):👉https://linktr.ee/inulchowdhury786💼 GoHighLevel - The Ultimate All-In-One Marketing Platform✅ Start Your Free Trial + Bonus Training👉 https://www.gohighlevel.com/?fp_ref=rasel81📚 Skool - Build a Community & Make Money While You Sleep✅ Try Skool & Launch Your Paid Group👉 https://www.skool.com/signup?ref=fcd87412b7364bafa9788bf81d3108a1🧠 What You’ll Learn HereActionable strategies from industry expertsTools that help automate and scale your businessHow to monetize your passion and create real freedom💬 Don't forget to like, subscribe, and leave a review if this brought you value!  Hosted on Acast. See acast.com/privacy for more information.

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Building, Selling, and Reinventing Retirement Investing with Henry Yoshida

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This episode is 35 minutes long.

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This episode was published on January 14, 2026.

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“Today’s guest is Henry Yoshida, CEO and Co-founder of Rocket Dollar, a platform that allows people to invest their tax-advantaged retirement funds into private and alternative investments—well beyond the traditional stock-and-bond model.Henry has...

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