The Smarter Way to Sell Appreciated Property

4 Jul 2026 · 51 min
50:47

In this episode of Real Talk with Leigh Brown, host Leigh interviews Chad Eppmüller (Senior VP, JCR Settlements) and Monty Walker (transaction CPA) to present a tax‑efficient alternative for owners of highly‑appreciated real‑estate and other assets. They explain the Structured Installment Sale (SIS), a product built on life‑insurance‑company annuities that lets sellers defer capital‑gains tax, receive a blend of long‑term capital‑gain, ordinary‑income, and unrecaptured §1250 gain over a customizable payment schedule, and protect generational wealth. The conversation covers the mechanics of the annuity (fixed‑rate vs. index‑linked), how payments are taxed, how the structure can be tailored to avoid “dead‑beat” heirs or gold‑diggers, and how it can be combined with 1031 exchanges, trusts, or DSTs. They discuss eligibility for farms, ranches, timberland, and residential properties, the role of insurers (MetLife, Metropolitan, Independent Life, American General), the fee‑free nature of the product, and the practical timeline (10‑day suitability review plus 2‑3 days for documentation) required before closing. The hosts stress early engagement with professionals, provide resources (sisresource.com, JCR Settlements phone), and encourage listeners to seek specialized advice for their specific property scenarios.

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