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Does this ER's idea for life insurance in the ESOP work?

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The owner of the company owns 70% of the stock and the ESOP owns 30%. He wants to buy a whole life policy on himself through the plan. He's thinking that when he dies, the death benefit would buy out his 70%. Would that be a prohibited transaction? And can death benefits be earmarked for a certain purpose? Would deductible contributions be used to pay the premiums? Or maybe there's excess cash in the ESOP. I would love to get some input from ESOP people on this idea because I certainly don't know if this would work.

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While I know you "can" have life insurance in an ESOP, I've generally heard the disadvantages outweigh the advantages. I've never seen it myself, so I have no opinion on that. A quick internet search found the following, I think it was from an outfit called ESOP Services, Inc., but I'm not positive - I can't vouch for the accuracy or quality, but it may give you some starting points.

Life insurance is commonly used to fund buy-sell agreements in privately-held companies. Life insurance is often considered not only as a funding vehicle for buy-sell agreements but for ESOP repurchase obligation funding as well. The decision as to which entity is to own the insurance, as well as how the insurance proceeds are to be used, must be carefully made.

ESOP-owned life insurance is certainly attractive in the short run since the premiums on the insurance will be made with pre-tax dollars, if ERISA limits are complied with. In addition, any potential problem with Alternative Minimum Tax is avoided if the ESOP is the beneficiary.

These advantages are almost always outweighed by the following concerns:
1.Contribution limits may not allow the additional contributions needed to pay the premiums.
2.Plan fiduciaries may be locked into continuing the policies long after they are necessary.
3.The payment of life insurance proceeds to the ESOP will actually increase the plan’s repurchase liability in the long-term if they are used to purchase employer securities.
4.The tax-free nature of the insurance death benefit is “wasted” when it is paid to a trust that is already tax-sheltered.
5.Insurance proceeds paid to the ESOP cannot be used to repay ESOP debt.

If ESOP-owned life insurance is only held on the lives of key employees, it may be deemed to be a prohibited transaction (by providing a certain market for the stock of key employees, the ESOP may not be operating for the exclusive benefit of all of the ESOP participants), and thus could be deemed a violation of ERISA.

The fact that premiums on corporate-owned life insurance may not be deductible or allowable should not dissuade the ESOP Company from utilizing it in the appropriate situations.

The advantages of having the corporation own the life insurance are significant:
1.Tax-free cash (subject to the Alternative Minimum Tax) received as death proceeds from the insurance policy by the corporation can be loaned to the ESOP or tax-deductible contributions can be made to the ESOP, enabling it to purchase the stock of the insured. If insurance proceeds are loaned to the ESOP, the company makes tax-deductible contributions to repay itself.
2.Cash value of corporate-owned life insurance (“COLI”) grows on a tax deferred basis.
3.The corporation has unrestricted use of COLI cash values, including the funding of repurchase liability due to retirement or termination.
4.A “waiver of premium” option for disability can be added to most policies.
COLI products can be structured with significant cash value investment flexibility.
5.The corporation may wish to retire stock, using insurance proceeds.
6.Premiums on COLI can become “tax deductible”, if contribution limits allow, by having the corporation annually contribute an amount of newly issued shares equal in value to the premiums paid. Dilution to existing shareholders must be considered in this approach.
7.The investment return of highly-rated life insurance companies may be competitive with other conservative investment options.

The corporation is cautioned to review with its accountant the potential impact of the alternative minimum tax on the proceeds of corporate-owned life insurance proceeds being paid to the company, and to review the impact the receipt by the corporation of these proceeds may have on the valuation of the company’s stock.

In summary, maintaining the insurance with the corporation as owner, premium payer and beneficiary retains a great degree of flexibility for the corporation, maximizes the tax benefits of corporate-owned life insurance, and reduces fiduciary risk.

The income provided by a death benefit can be used by the corporation to directly purchase stock, or can be contributed, or loaned, to the ESOP.

The amount of insurance to have is a question that must be addressed separately by each ESOP Company and will depend upon the projected account balances of plan participants, the level of “self-insurance” the corporation is willing to accept, and the current and projected cash balance in the plan.

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I would advise this person go talk to some ESOP financing experts. I am not sure this is the best idea.

Things that come to mind off the top of my head

1) Why not have the company hold a key man policy for the amount. When he dies the company collects the benefit. The company uses the cash to buy the shares and make them treasury shares. Now the only shares outstanding are in the ESOP. (I have never seen this done but strikes me as easier. The odd thing is the infusion of cash upon the person's death would increase the value of the company whose shares are about to be bought. That might be the reason you don't see this idea.)

2) Why not sell the the ESOP now? If he wants to stay CEO and run the company that can be done. I don't think I have ever seen an outside trustee remove the founder from the CEO position. My guess it would have to be pretty extreme reason for it to happen. You do have to look at compensation issues as now the trustee does need to prove the former owner is being paid a reasonable compensation. But in the end the ESOP experts could really help meet this guy's goal of still running the company now and working through the sale.

I am just trying to figure out how you allocate the death benefits and as a result the shares upon the owner's death in the original idea.

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