Business Planning

Buy-Sell Funding: Ensuring Your Agreement Actually Works

A Promise Without Funding Is Worthless

A buy-sell agreement without funding is worthless. Learn how life insurance and disability coverage ensure your buy-sell agreement can be honored.

70%+
Buy-Sell Agreements Without Adequate Funding
$0
Tax on Life Insurance Death Benefits
Annual
Recommended Insurance Review Frequency
12-24 Months
Typical Disability Buy-Out Waiting Period
Quick Answer
  • A buy-sell agreement without funding is just a promise - life insurance provides instant liquidity when an owner dies
  • Cross-purchase structure provides stepped-up cost basis; entity redemption is administratively simpler
  • Insurance coverage must match current business value - review and adjust annually as the business grows
  • Disability buy-out insurance protects against the more common risk of owner disability during working years
  • Ensure policy ownership structure matches buy-sell agreement structure to avoid tax problems

The Opportunity

Why Buy-Sell Funding Matters

Life Insurance: Instant Liquidity at Death

When an owner dies, the business needs immediate capital to buy out the deceased owner's interest. Life insurance provides tax-free funds exactly when needed. Without insurance funding, the surviving owners may need to liquidate assets, take on debt, or bring in unwanted partners to satisfy the obligation.

Disability Buy-Out Coverage

Disability is often overlooked but actually more common than death during working years. Disability buy-out insurance provides funds to purchase a disabled owner's interest over time, typically after a waiting period. This protects both the disabled owner (who gets liquidity) and remaining owners (who avoid carrying a non-contributing partner).

Cross-Purchase vs Entity Purchase

Two main structures: Cross-purchase (owners buy insurance on each other) or Entity purchase (company buys insurance on all owners). Cross-purchase provides stepped-up basis to surviving owners. Entity purchase is simpler with multiple owners. Hybrid approaches combine benefits of both structures.

Valuation and Funding Alignment

The buy-sell agreement specifies how the business is valued. Insurance funding must match this valuation. If the business grows faster than insurance coverage, survivors face a funding gap. Annual reviews ensure insurance keeps pace with business value and the agreement stays current.

Implementation

Proven Strategies

Cross-Purchase with Life Insurance

Each owner purchases life insurance on the other owners. When an owner dies, surviving owners receive tax-free death benefits and use them to purchase the deceased's interest. Survivors get a stepped-up cost basis equal to the purchase price, reducing future capital gains when they eventually sell.

Best for: Businesses with 2-3 owners where stepped-up basis benefits outweigh administrative complexity.
Example:

3 owners, business worth $6M ($2M each). Each owner buys $1M policy on each other owner ($2M total per owner). Owner A dies: Owners B and C each receive $1M tax-free, buy A's interest from estate. B and C now own 50% each with $3M cost basis (original $1M + purchased $1M).

Entity Purchase (Stock Redemption)

The business entity purchases life insurance on all owners. When an owner dies, the entity receives the death benefit and uses it to redeem (buy back) the deceased owner's shares from their estate. Simpler administration with multiple owners, but no stepped-up basis for survivors.

Best for: Businesses with 4+ owners where administrative simplicity outweighs basis considerations.
Example:

Same 3 owners, $6M business. Company buys $2M policy on each owner. Owner A dies: Company receives $2M tax-free, redeems A's shares. B and C now own 50% each, but cost basis remains original amount - no step-up.

Wait-and-See (Hybrid) Buy-Sell

Combines cross-purchase and entity redemption. Agreement gives the entity first option to redeem shares, then remaining owners can purchase any unredeemed shares. Provides flexibility to optimize for tax consequences at the time of the triggering event based on current circumstances.

Best for: Businesses wanting maximum flexibility to optimize tax treatment based on circumstances at the triggering event.
Example:

At Owner A's death, analyze tax situation. If survivors benefit from stepped-up basis: cross-purchase. If company has accumulated earnings to distribute: entity redemption. Agreement allows either path, decision made at event.

Avoid These Pitfalls

Common Mistakes

No Funding Mechanism at All

A buy-sell agreement without funding is just a promise with no way to fulfill it. When an owner dies, surviving owners face the choice of: taking on massive debt, liquidating business assets, or defaulting on the agreement. Insurance funding ensures the promise can be kept.

Outdated Insurance Coverage

Businesses grow, but insurance coverage often stays static. A business worth $2M at agreement signing may be worth $10M today. If insurance only covers $2M, there is an $8M funding gap. Review annually and increase coverage as value grows.

Mismatched Agreement and Policy Ownership

If agreement is cross-purchase but entity owns policies (or vice versa), there are tax problems at death. The structure of insurance ownership must match the structure of the buy-sell agreement. Mismatches can result in unexpected income tax or failure to accomplish intended goals.

Questions

Common Questions

Here are the most common questions we receive about this topic.

Ask Your Question
Insurance coverage should match the value of each owner's interest as determined by the buy-sell agreement valuation method. If your 30% interest is worth $1.5M, the other owners (collectively) need $1.5M in coverage on your life. Review annually and adjust as business value changes.
Cross-purchase: Owners buy insurance on each other and purchase deceased owner's shares directly. Provides stepped-up cost basis. Entity redemption: Company buys insurance on owners and redeems shares. Simpler with multiple owners but no stepped-up basis. Hybrid approaches allow choosing at time of event.
Term is cheaper and appropriate if you expect to sell or exit before coverage expires. Permanent insurance is more expensive but guarantees coverage regardless of when death occurs and builds cash value. Many advisors recommend permanent insurance for buy-sell funding because the triggering event (death) is certain.
Surviving owners must fund the difference from other sources: personal funds, business borrowing, installment payments to the estate, or a combination. This is why annual reviews are critical - insurance must keep pace with business growth to avoid funding gaps at the worst possible time.
Disability buy-out policies pay to purchase a disabled owner's interest after a waiting period (typically 12-24 months). Payments can be lump sum or installments. The waiting period ensures the disability is permanent before triggering a buy-out. This protects all parties when an owner becomes unable to contribute.

Ready to Fund Your Buy-Sell Agreement?

Don't leave your partners or family with an unfunded promise. Let us help you implement the right funding strategy for your buy-sell agreement.