I have a perplexing question- one that people either can't or won't answer (leaving me confused). I am trying to figure out how a business owner -who intends on selling the business in a couple of years- can buy a ten-pay LTC policy via the company and have the company write it off as a valid insurance benefit expense. My one thought is to have the company buy an immediate annuity, with an amount being enough to provide a payout matching the monthly premiums of a LTC policy. Would the annuity have to be qualified or non-qualified? Would there be any discrimination rules if this were only done for one of the owners? If it's non-qualified to avoid any discrimination, would it be deductible thru the company as "insurance"- seeing as an annuity is an insurance product? (I feel like Ferris Beuller's teacher, "..Anybody? Anybody?...") Thanks,