On your federal and state income tax if you have your employer take out money for short term disability insurance and long term disability insurance (this is in addition to what your employer offers), are these 2 deductible? Also, on a cafeteria plan, I know that the money comes out pre-taxed, but is there any part of that money that you can claim or deduct on your taxes? My brother has this through his work and this is the first year he is filing single, legally separated. He tried Turbo Tax without putting in the long & short term insurances as well as nothing for the medical expenses since he is on this cafeteria plan. Just wondering if these are deductible before I take all his paperwork to the tax guy tomorrow (and shell out $200) to see if they can come up with something as right now it's saying he owes bucks which he doesn't have. Thanks so much all you tax savvy individuals!! :o) Forgot to add, he has the long & short term disability insurance as well as money for dental & medical premiums all taken out as section 125. Is any of this deductible or is he totally screwed? Thanks again! Oops, didn't finish my sentence....doesn't have the money. Unfortunately, he doesn't even have the money to make payment plans thanks to the blood-sucking vampira he's legally separated from and his own attorney. Oh well, thanks for answering my question, this clears it up. I've never used a cafeteria plan with any employer so I wasn't too familiar with it other than I knew it was pre-tax. Thanks again!