New Supreme Court Ruling has Huge Impact on Buy-Sell Planning

The Supreme Court recently made a ruling in Connelly v. United States that has drastically changed the tax treatment of death benefit proceeds for buy-sell life insurance owned by a business entity. The case focused on how to value a company for estate tax purposes when the company uses life insurance proceeds to buy a deceased owner’s shares.

The new ruling states that life insurance proceeds used by the business to redeem or “buy-out” a deceased owner’s shares are now factored into the business valuation and included in the decedent’s estate in proportion to their ownership percentage. It also ignores the repurchase obligation as an offset to the market value of the business- which will cause the business valuation to be “inflated” by the death benefit proceeds since those will now fully count as a business asset.

This change will increase the taxable estate of business owners, and when coupled with the upcoming estate tax sunset in 2025, has the potential to subject business owners to much higher estate taxes.

This only applies to policies that are entity owned (owned by the business). Cross-purchase policies (ones owned by the individual owners on each other) are not subject to this ruling. Because cross-purchase policies are exempt, it’s strongly recommended that partnerships with two owners now utilize cross-purchase life agreements to satisfy any buy-sell needs.

For businesses with more than 2 owners, cross purchasing can become a burden as each owner needs to own a policy on each other owner, so a business with 4 owners would need to have a total of 12 policies. There are some work-arounds for companies with more than 2 owners, where companies can set up an Insurance LLC or a trust.

This is also an important time to review existing buy-sells. All business-owner clients should review their current policies to make sure they won’t be subject to additional tax. Give Wholehan a call for more details and assistance on your buy-sell cases.

Recent Posts

Retirement Myths: Are You Too Old for an Annuity?

Jacob Noble, Annuity Sales Consultant One of the most common misconceptions in retirement planning is the belief that it can become “too late” to consider an annuity. Many people assume that if they didn’t purchase one earlier in life, the opportunity has already...

Fixed and Fixed Indexed Annuities as Inflation-Hedging Tools in 2026

Jacob Noble, Annuity Sales Consultant The Inflation RealityInflation remains a key risk for retirees and pre-retirees in 2026. Even when inflation moderates, rising costs for housing, healthcare, insurance, and everyday expenses can steadily erode purchasing power....

LTC Demand Skyrocketing = An Enormous Planning Opportunity

Jack NachtrabLife Insurance Consultant The Baby Boomer generation, controlling roughly 70% of the country's wealth, will begin turning 80 this year. As the boomer generation ages, LTC and chronic illness benefits will be more valuable than ever. In an aging population...

A Solution for Unneeded RMDs

Jack NachtrabLife Insurance Consultant It’s tax season once again- meaning it’s time for the annual discussion about RMDs. RMDs are a necessary part of retirement planning, but many clients don’t need the income or want the distribution, although they’re forced to...