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Case #9 · John

Sale of a Business

Turning a disappointing offer into lifetime income.

The situation

John of Chicago wanted $300,000 for his business but received no offers above $250,000. His depreciated basis is $50,000.

A $250,000 sale would create a $200,000 gain taxed at 20% because of his other income: about $54,000 in capital gains taxes, including state tax.

The goals

  • Get more than $250,000 of value from the sale
  • Reduce capital gains tax
  • Keep income for retirement

The strategy: A charitable remainder annuity trust (CRAT)

  1. John's trust advisor structures a CRAT before the sale.
  2. John receives an immediate tax benefit worth about $65,000 from the charitable deduction.
  3. At retirement he receives $30,000 a year for life.
  4. At his death, his heirs receive $250,000 tax-free, and his favorite charity receives a substantial gift.
The results
Tax benefitAbout $65,000, instead of $54,000 of tax
Lifetime income$30,000 a year
Heirs$250,000 tax-free

Figures are illustrative and based on the tax rules in effect when the case was prepared. Results vary.

Could a strategy like this work for you?

Every family is different. We will look at your situation and show you which ideas apply, at no cost.