The 1031 Move That Lets You Buy Before You Sell

Tyler Cauble
Tyler CaubleJun 1, 2026

Why It Matters

Properly timed and executed 1031 exchanges can defer large, compounding capital-gains liabilities and reshape portfolios tax-efficiently, but misuse can lock investors into worse assets or unnecessary complexity. Planning ahead and consulting tax professionals is essential to avoid costly mistakes.

Summary

Tyler Cobble argues that 1031 exchanges are a powerful tax-deferral tool in real estate but are often used reflexively rather than strategically. He explains the mechanics—proceeds must be held by a qualified intermediary, replacement properties must be identified within 45 days, and capital gains are deferred (potentially indefinitely or until death, when heirs get a step-up in basis). Cobble warns that not every sale should trigger a 1031: if depreciation already offsets gains or the replacement asset is inferior, it may be better to pay the tax and take cash. He urges investors to plan replacement purchases well before selling to avoid rushed, suboptimal decisions.

Original Description

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The information provided in this video should not be construed or relied on as investment advice for any specific fact or circumstance. Its content was prepared by Tyler Cauble with its main office at 1100 Douglas Ave, Nashville, TN 37206. This video is designed for entertainment and information purposes only. Viewing this video does not create a broker-client relationship with Tyler Cauble or any of its agents. You should not act or rely on any of the information contained herein without individual professional advice.
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