Checkbook IRA vs. Solo 401(k): Strategic Retirement Structures for Sponsors and Investors

Explore the key differences between a Checkbook IRA and Solo 401(k), how each structure works in practice, and how fund sponsors can use this knowledge to create a smoother investor experience during a raise.

Whether you're exploring these options for your own portfolio or looking to better support your investors, you'll walk away with practical, actionable insights you can put to work right away.


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What You'll Learn in This Session:

Gain a better understanding of when each structure may be appropriate, how they differ operationally,and how understanding retirement capital can help create a smoother investorexperience.

Checkbook IRA vs. Solo 401(k) — What Actually Differs

Understand the key structural, operational, and compliance differences between the two so you can evaluate which makes sense for your situation

How Fund Managers Can Use These Structures Personally

See how fund managers are using self-directed retirement accounts to invest in their own deals and build long-term tax-advantaged wealth

How Retirement Capital Can Support Your Next Raise

Learn how self-directed accounts allow investors to participate in private offerings — and why understanding this can create a smoother, faster fundraising experience

What Sponsors Need to Know Before the Conversation Comes Up

Walk away with practical compliance and operational considerations so you're prepared when investors ask about using retirement funds to invest

About Your Host

Paul Herbes

Paul Herbes has been with Equity Trust for more than 3.5 years,helping clients understand how to build wealth and defer taxes through self-directedinvestment strategies. He works closely with investors, fund sponsors, and financialprofessionals on the use of Self-Directed IRAs, Solo 401(k)s, 1031 Exchanges, andPrivate Fund Custody solutions to support alternative investment opportunities.

Known for his practical and educational approach, Paul frequently speaks on webinars,podcasts, and industry events where he shares insights on retirement investing,alternative assets, and strategies for navigating self-directed accounts.