I have two partnerships, one S corporation and one 1099-NEC company. I have been claiming my self employed health insurance under the partnership I have had for the most amount of time, for a good 5 years. Last year was my first year with the S Corp and the 1099 business. This year I am trying to claim the insurance as I always do in the longest partnership and it is not calculating and giving me a deduction. Under Business Income and Expenses Self Employed Health Insurance It tells me "No portion of your self employed health insurance premiums has been deducted from your total income it is insufficient to permit a deduction for health insurance." Your premiums will be deductible as a medical expense if you itemize deductions. I never itemize my deductions. When I enter these same numbers under my 1099-NEC expenses I get the deduction just fine. My understanding is that I have to claim it under the company it was originally purchased under and that would ne the longest held partnership that it will not let me do it through. I need to know if I can claim this deduction under my 1099-NEC that was started last year. And by the way my premiums were almost as much as the actual income. Please Advise.
