Passive Income Pilots

#159 - How Deferred Sales Trusts Work with Trevor Kuresa

June 30, 2026·36 min
Episode Description from the Publisher

Tait Duryea and Ryan Gibson sit down with Trevor Kuresa to unpack the Deferred Sales Trust, a lesser-known strategy for deferring capital gains after selling a business or highly appreciated asset. Trevor explains how the structure works, why it differs from a 1031 exchange or monetized installment sale, and when the costs, timing, and compliance rules make sense. For pilots, real estate investors, and business owners thinking about a future exit, this episode offers a practical look at tax planning before a major transaction.Trevor Kuresa is a corporate and tax attorney specializing in mergers and acquisitions, fractional general counsel, and advanced tax strategies for business owners and high-income professionals. With experience in tax structuring, legal transactions, and corporate counsel work, Trevor helps clients evaluate strategies for reducing or deferring capital gains and income tax.Show notes:(0:00) Chamonix race recap(2:14) Deferred Sales Trust intro(4:47) Trevor’s legal background(6:10) Tax strategy for pilots(9:37) Deferred sales trust explained(13:50) Rental property example(17:26) Best use cases(21:10) Tax deferral mechanics(25:15) IRS rules and risks(36:28) OutroConnect with Trevor:Website: https://hibiscuslegal.com/&nbsp;Email: tkuresa@hibiscuslegal.com&nbsp;Phone: 801-577-3445LinkedIn: https://www.linkedin.com/in/trevor-kuresa-36b59339/&nbsp;Related Episode:&nbsp;#10 - Reduce Your Taxes &amp; Maximize Returns Using PROVEN Investment Strategies with Toby MathisIf you’re interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/<span style="background-color

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