48:20

In this episode of the Main Street Business Podcast, hosts Matt Sorenson and Mark Kohler explain how a Charitable Remainder Trust (CRT) can eliminate capital‑gains tax on highly appreciated assets such as cryptocurrency, real estate, or a business sale. They walk through the five‑step process: (1) create the irrevocable CRT, (2) transfer the asset into the trust, (3) claim the charitable deduction based on IRS present‑value tables, (4) sell the asset inside the trust (tax‑free), and (5) receive income payments from the trust. They compare the three most common payout structures—Charitable Remainder Annuity Trust (CRAT), Charitable Remainder Unitrust (CRUT), and the “CRUT flip” that delays payouts to increase future income. The hosts discuss how the trust can be funded with additional contributions, how an Irrevocable Life Insurance Trust (ILIT) can protect heirs, and the asset‑protection benefits of an irrevocable CRT. Cost estimates (setup $5,000, annual maintenance $2‑3k) and practical considerations (no immediate time pressure, need for a separate wallet/account, and the importance of choosing a charity) are also covered. The conversation is informal, peppered with jokes, and aimed at small‑business owners and crypto investors who have at least a few hundred thousand dollars of unrealized gains.

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