The Supreme Court Likely Shook Up Your Buy-Sell Agreement

The Supreme Court Likely Shook Up Your Buy-Sell Agreement

Published on November 11, 2024

The U.S. Supreme Court’s recent decision in the Connelly case significantly impacts businesses that utilize buy-sell agreements funded by life insurance for shareholder succession. This ruling may affect estate tax liabilities and the valuation of company shares when a shareholder dies, prompting companies to reconsider their agreements.

Background on Buy-Sell Agreements

Buy-sell agreements are essential for business continuity in case a shareholder passes away. In the Connelly case, brothers Thomas and Michael owned Crown C Supply and established a stock redemption agreement. The corporation purchased life insurance on each brother’s life, with proceeds designated to buy back shares from the deceased brother’s estate.

When Michael died in 2013, the company used $3 million from the life insurance proceeds to redeem his shares. His estate reported this value on its federal tax return. However, the IRS contested this valuation, claiming that the company’s worth was actually $6.86 million, which included both the enterprise value and the life insurance proceeds.

IRS Dispute and Court Rulings

The IRS’s higher valuation resulted in increased estate taxes for Michael’s estate, which had a tax exemption of $5.25 million at the time. After paying the tax, Thomas, as the estate executor, pursued a refund, asserting that the insurance proceeds should not inflate the estate’s value. However, both the district court and the U.S. Court of Appeals for the Eighth Circuit sided with the IRS.

On June 6, 2024, the U.S. Supreme Court unanimously upheld the lower courts’ decisions, concluding that life insurance proceeds are considered an asset of the company, thus increasing the value of the deceased’s shares. This means the required redemption under a buy-sell agreement does not decrease the shares’ value for estate tax calculations.

Implications of the Connelly Decision

The Connelly ruling has crucial implications for how life insurance impacts estate valuation in buy-sell agreements:

  1. Increased Estate Tax: The life insurance proceeds can elevate the overall company value, resulting in a higher estate tax liability upon a shareholder’s death.
  2. Valuation Method Reassessment: Companies may need to reassess how they value shares in light of this ruling, particularly if they have significant life insurance policies involved in their agreements.

Recommended Actions

In light of the Supreme Court’s decision, business owners should consider several actions regarding their buy-sell agreements:

  • Review Existing Agreements: Companies should closely evaluate their buy-sell arrangements, particularly those funded by life insurance. Understanding how these agreements are structured can help anticipate potential tax consequences.
  • Consider Estate Tax Thresholds: If the value of the estate is below the federal estate tax exemption (currently $13.61 million, but set to decrease after 2025), maintaining the insurance-funded redemption agreement may be reasonable. However, states may have lower exemption limits, necessitating awareness of state tax implications.
  • Explore Cross-Purchase Agreements: A viable alternative to redemption agreements is a cross-purchase agreement, where each owner purchases life insurance on the other owners. This method avoids inflating company value for estate tax purposes, as the insurance proceeds do not factor into the company’s overall valuation.
  • Utilize Cross-Purchase Trusts or Insurance LLCs: If managing multiple policies on various shareholders proves complex, businesses might consider forming a cross-purchase trust or an insurance LLC. These structures simplify policy management while ensuring that the intended financial arrangements are maintained.

Conclusion

The Supreme Court’s Connelly decision fundamentally alters the landscape for businesses with life insurance-funded buy-sell agreements. By treating life insurance proceeds as company assets, the ruling raises important questions about estate taxation and share valuation. Business owners are encouraged to consult with estate planning and tax advisors to ensure their agreements align with their financial and succession planning goals, considering alternatives like cross-purchase agreements that may better suit their needs.

Return to Blog

Read other blog posts

The Department of Labor Makes It Harder to Hire Independent Contractors

Published on November 04, 2024
The U.S. Department of Labor (DOL) is tightening regulations around the classification of workers, making it more challenging for businesses to classify workers as independent contractors instead of employees. This shift is primarily aimed at ensuring more workers receive protections under the Fair Labor Standards Act (FLSA), which mandates minimum wage and overtime pay. FLSA […]
The Department of Labor Makes It Harder to Hire Independent Contractors

BOI Latest Updates for Dissolved and Disregarded Entities

Published on October 28, 2024
As the deadline for filing Business Ownership Information (BOI) reports approaches, businesses must ensure compliance with the U.S. Department of the Treasury’s Financial Crimes Enforcement Network (FinCEN). Understanding the specific requirements and recent updates is critical to avoid severe penalties. Filing Deadlines Businesses that existed on January 1, 2024, are required to file their BOI […]
BOI Latest Updates for Dissolved and Disregarded Entities

Tax Reform: Entity Choice—Proprietorship or S Corporation?

Published on October 21, 2024
The recent tax reforms have introduced new considerations for high earners in choosing their business structure, particularly regarding the benefits of operating as an S corporation. The key incentive is the Section 199A deduction, which allows qualifying business owners to deduct 20% of their qualified business income (QBI). This article delves into the implications of […]
Tax Reform: Entity Choice—Proprietorship or S Corporation?

Update on State Pass-Through Entity Taxes Beating the SALT Cap

Published on October 14, 2024
State pass-through entity taxes (PTET) have become a prevalent strategy for businesses across the U.S., allowing them to bypass the $10,000 annual limit on state and local tax (SALT) deductions imposed by federal tax law. The primary advantage of PTETs is that they enable owners of pass-through businesses—such as multi-member LLCs, partnerships, and S corporations—to […]
Update on State Pass-Through Entity Taxes Beating the SALT Cap

Understanding Estimated Tax Penalties: How to Avoid Costs and Comply with IRS Rules

Published on October 07, 2024
In the United States, the tax system operates on a “pay-as-you-go” basis, requiring taxpayers—individuals and corporations—to make tax payments throughout the year based on income earned. This system ensures that tax liabilities are paid incrementally rather than in a lump sum at year-end. Payments can be made through withholding from wages or estimated tax payments, […]
Understanding Estimated Tax Penalties: How to Avoid Costs and Comply with IRS Rules

Leasing vs. Buying a Business Vehicle: Which Option Saves You More?

Published on September 30, 2024
When deciding whether to buy or lease a business vehicle, evaluating which option costs less involves more than just comparing initial and ongoing expenses. The decision should account for available cash, tax benefits, and the time value of money. The Key Differences Between Leasing and Buying Buying: When you purchase a vehicle, you own it […]
Leasing vs. Buying a Business Vehicle: Which Option Saves You More?

How Long Does the IRS Have to Audit Your Returns?

Published on September 26, 2024
Understanding how long the IRS has to audit your tax returns can alleviate some anxiety about potential audits. This period, known as the Assessment Statute Expiration Date (ASED), dictates the maximum time the IRS has to audit and assess taxes. After this period, any tax assessment made is considered an overpayment that must be credited […]
How Long Does the IRS Have to Audit Your Returns?

Securing Business Ownership: The Critical Role of Buy-Sell Agreements

Published on August 26, 2024
A buy-sell agreement is crucial for co-owned businesses as it provides structure and protection in various scenarios, whether starting a new venture or inheriting an existing business. This legal contract facilitates the orderly transfer of ownership interests when specific events, such as death, disability, or retirement, occur among co-owners.  A buy-sell agreement turns business ownership […]
Securing Business Ownership: The Critical Role of Buy-Sell Agreements

Tax Rules for Free Meals and Lodging to Employees

Published on August 19, 2024
Section 119 of the Internal Revenue Code offers businesses the opportunity to provide employees with tax-free meals and lodging under specific conditions, offering both financial benefits and compliance requirements. Here’s a comprehensive overview of the rules and implications involved: Under Section 119, tax-free treatment means employees pay no federal income tax on the value of […]
Tax Rules for Free Meals and Lodging to Employees

Securing Business Ownership: The Critical Role of Buy-Sell Agreements

Published on August 12, 2024
A buy-sell agreement is crucial for co-owned businesses as it provides structure and protection in various scenarios, whether starting a new venture or inheriting an existing business. This legal contract facilitates the orderly transfer of ownership interests when specific events, such as death, disability, or retirement, occur among co-owners.  A buy-sell agreement transforms a business […]
Securing Business Ownership: The Critical Role of Buy-Sell Agreements