Supreme Court case tests how life insurance affects estate-tax valuations

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In its second case this term involving tax policies affecting financial advisors' clients, the Supreme Court will decide a complex question about life insurance and the value of an estate.

Connelly v. Internal Revenue Service reached arguments March 27 at the high court, where justices struggled to grasp the complications around the impact on the value of a company for purposes of the estate tax from life insurance proceeds tied to the death of a shareholder.

The petitioner, Connelly, argued that the IRS should not include the proceeds of the redemption of a family-owned company's policy on his brother's life in their construction firm's value because that insurance money immediately bought the remaining shares. The IRS collected additional tax of $889,914 from the deceased brother's estate based on the agency's view that the proceeds boosted the company's value. Two lower courts ruled in favor of the IRS.

Most observers noticed skepticism among the justices for the business owner's stance that the IRS overvalued the company, although many people would likely agree with Justice Brett Kavanaugh's observation at the hearing that some concepts in the case are "extremely difficult." The session came a few months after arguments in Moore v. U.S. about a provision of the 2017 Tax Cuts and Jobs Act in a case amounting to a major challenge to government taxing power.

In theory, many tax experts could see how including the insurance proceeds in the company's valuation "rises to the level of being unfair" to an estate when the policy requires them to be redeemed by purchasing the deceased family members' shares, said Jose Reynoso, the head of personal financial planning and advance estate and tax for Citizens Private Wealth.

"It's really interesting to us as planners and practitioners that the Supreme Court even took it up," Reynoso said in an interview. "It's a unique, sort of nichey thing that impacts not too many people."

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The issue does come up frequently for the owners of closely held businesses who purchase life insurance policies for their largest shareholders, he noted. The IRS valuation of the construction company "would destroy a valuable succession planning tool that the nation's small businesses have openly used for decades," the plaintiff's attorney, Kannon Shanmugam, said at the hearing, according to the transcript.