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health savings accounts let me explain it this way all right so when it comes to health care your insurance premiums as a small business owner are always a write-off maybe i should mention that for a moment how you would write it off heres your trifecta down here is your trust and your 1040. if you are paying for your own health insurance premiums if you have an llc maybe a side hustle we would pay for those insurance premiums right here so health insurance now if you have an s corporation or you took your llc and converted it to an s corp which means youre taking a little w-2 youre going to make sure the corporation pays for the health insurance premiums either company can pay for it so whether you have a side hustle or an s-corp let your health insurance premiums get paid for here if you pay a form out of your pocket under audit the irs will not allow that write-off its really a big deal now if you have an s-corp and youre taking your w-2 youre going to list the amount of the i