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) Outro

Connect with Trevor:

Website: https://hibiscuslegal.com/
Email: tkuresa@hibiscuslegal.com
Phone: 801-577-3445
LinkedIn: https://www.linkedin.com/in/trevor-kuresa-36b59339/

Related Episode:

#10 - Reduce Your Taxes & Maximize Returns Using PROVEN Investment Strategies with Toby Mathis

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*Legal Disclaimer*

The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.