Strategy

Protect the business, keep the people, plan the exit

Most owners are well insured against the building burning down and badly exposed to everything else — a key person leaving, a partner dying, a competitor hiring the person who actually runs operations.

A privately held business is usually the owner's largest asset and their least liquid one. It is also the asset with the fewest contingency plans attached to it.

The strategies below are established, widely used planning tools. None of them are exotic. What is uncommon is having them coordinated with each other and with the owner's personal financial picture, rather than bought piecemeal from whoever called last.

01

Section 162 executive bonus plans

A 162 bonus plan is one of the simplest ways to provide a meaningful benefit to yourself or a key employee. The business pays a bonus, the employee uses it to fund a personally owned life insurance policy, and the business generally deducts the bonus as reasonable compensation.

  • The employee owns the policy, so the benefit is real and portable to them
  • The business generally receives a deduction for the bonus as compensation, subject to reasonableness requirements
  • The bonus is taxable income to the employee; a "double bonus" design can be used to cover the tax as well
  • Setup is far simpler than a nonqualified deferred compensation plan and avoids most ERISA complexity
  • A restrictive endorsement can be added to limit the employee's access for a defined period
02

Key person protection

If one person's absence would materially damage revenue, lending relationships or client retention, the business has a concentration risk it can insure. The company owns the policy, pays the premium and is the beneficiary.

  • Provides liquidity to cover lost revenue, recruiting and the transition period
  • Often required by lenders as a condition of business financing
  • Premiums are generally not deductible; proceeds are generally received income-tax free, subject to employer-owned life insurance notice and consent requirements
  • Frequently the first coverage a bank asks about and the last one an owner thinks about
03

Golden handcuff and retention strategies

Retention arrangements are designed to make staying more attractive than leaving, using a benefit that vests over time rather than a raise that resets expectations immediately.

Restrictive bonus arrangements
A 162 bonus with an endorsement restricting the employee's access to policy values until a defined vesting date.
Nonqualified deferred compensation
A contractual promise to pay a future benefit, often informally funded with corporate-owned life insurance. More flexible than a qualified plan and subject to Section 409A rules.
Split dollar arrangements
The business and the employee share the cost and benefits of a policy under a written agreement. Powerful, and detailed enough that it should be structured with the business's CPA and attorney involved.
04

Buy-sell funding and succession

A buy-sell agreement that is not funded is a document describing an event nobody can afford to execute. Life insurance is the most common funding mechanism because it creates liquidity at exactly the moment it is needed.

  • Cross-purchase, entity redemption and hybrid structures each carry different tax and administrative consequences
  • Valuation method should be defined in the agreement and revisited as the business grows
  • Disability buy-out is the version most agreements forget to address
  • Coordination with the owner's estate plan prevents the business from becoming an estate liquidity problem

Buy-sell agreements are legal documents. We coordinate with your attorney and CPA — we do not replace them.

Questions

Common questions

Straight answers, including the ones that make the strategy sound less appealing.

We already have a buy-sell agreement. Is that enough?
It depends on whether it is funded, whether the valuation method still reflects the business, and whether it addresses disability as well as death. Many agreements were drafted years ago against a much smaller company and have not been revisited since.
Are premiums for these strategies deductible?
It varies by structure. A 162 bonus is generally deductible to the business as compensation. Key person premiums generally are not deductible where the business is the beneficiary. Your CPA should confirm the treatment for your entity and situation.
How do I keep a key employee without simply paying more?
A raise is spent and absorbed. A vesting benefit creates a reason to stay through a specific date. Which structure fits depends on your entity type, the employee's tax situation and how much administrative complexity you are willing to carry.
Do you work with our CPA and attorney?
Yes, and for anything involving buy-sell agreements, deferred compensation or split dollar, we prefer to. These structures have tax and legal consequences that should be reviewed by the professionals who already know your business.

Next step

Talk it through with someone who will say if it does not fit

A short conversation about your situation. If this strategy is not right for you, that is a perfectly good outcome and we will tell you.

Never send account numbers, Social Security numbers or policy numbers through a web form.

Request a review

Tell us how to reach you and what you would like looked at. We will follow up with times that work.

Services are available in states where we are licensed.

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Important disclosures. Business planning strategies involve tax and legal considerations that vary by entity type, jurisdiction and individual circumstances. Deductibility of premiums and bonuses, the tax treatment of benefits, and compliance with Section 409A, employer-owned life insurance notice and consent requirements and applicable state law should be reviewed with your own tax and legal advisors. Legacy Strategies does not provide tax or legal advice. Insurance coverage is subject to carrier underwriting and product availability.

Next step

Fifteen minutes, and you will know where you stand.

A review is a short conversation about the coverage and savings you already have. We look at what you pay, what it covers, and whether there is a better fit available where you live. No cost, no obligation, and no pitch if nothing needs changing.