dixie,
If you are able to do that (and I'm not claiming that it's allowed), it seems that then, should you go out on LOL, then your insurance benefits would be taxable where they otherwise wouldn't be.
We had such a discussion at my airline recently; the current plan is that LOL benefits (which come from the company -- it self-insures for pilots' Loss of License) are taxed as income. There was an option out there to transform the program into one which paid the benefits out tax-free, but the COST (to us) of such a program was that, even though we wouldn't be paying premiums (just as we don't now), the value of the premiums would be treated as "imputed income" to us, since the company would be in effect giving us the value of such (theoretical) premiums. Thus, we'd ALL pay higher monthly income taxes under the "tax-free LOL proposal" than we do now. Some sharp people looked at the numbers closely, and the proposal was voted down.
The relevant point being, if your LOL benefits come to you tax-free, then the premiums paid for them will be paid from post-tax income (our proposed plan, and your current situation, it sounds like). It would seem logical that if you deduct your LOL insurance premiums, then the benefits, should you get them, would be taxable income (which is more or less our current situation -- the insurance is part of our compensation, and the notional "premium payments" aren't something we pay, nor pay tax on). Depending on your financial state, that might not be something you'd want to do. You may need all the LOL payments your insurance gives you if you go out on Loss of License.
Or it might be something you would like to do. *IF* such a move would be allowable for you. Our program is clearly different from yours, and I'm not giving you tax advice! Just food for thought.
Snoopy