QUOTE (QDROphile @ May 20 2009, 01:40 PM)

I don't think you can make Rev. Rul 61-146 work under the circumstances implied by the question. And if you could, it would not be pre-tax payment. An arrangement under the ruling provides for the employer to fund the cost of coverage, not a tax-advantaged purchase price for the employee.
I agree that Rev Rul 61-146 won't be enough. That Rev Rul was issued under IRC 106, which excludes the value of health coverage provided by ER at its expense, in the absence of giving EE the choice to take cash or other taxable benefit in lieu of the health coverage. For such a choice by EE, you need IRC 125.
Rev Rul 61-146 outlines three mechanisms that the IRS approved by which ER could effect payment of premiums for coverage, and yet be tax free. Those three mechanisms are:
(1) ER reimburses each EE directly once or twice a year for ER's share of the insurance premiums upon proof of prior payment of the premiums by EE if the payments are shown to be in reimbursement of premiums actually paid by EE to the insurer;
(2) ER issues to each EE a check payable to the particular EE's insurance company, EE being obligated to turn over the check to the insurance company; or
(3) ER issues a check as in method (2) except the check is made payable jointly to the insurance company and EE.
Rev Rul 61-146 is yet instructive on the mechanisms that an ER may use to effect payment under a cafeteria plan (where EE has a choice and elected coverage that is provided via an individual health policy) for the insurance premiums. Note, other federal and state laws pose other challenges to reimbursing premiums paid by the EE for individual policies.