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Medical insurance premiums that you are paying out of pocket can be entered as medical expenses. COBRA is quite expensive, but the threshold to get a deduction for medical expenses is still pretty tough to reach.
MEDICAL EXPENSES
The medical expense deduction has to meet a rather large threshold before it can affect your return. The amount of medical (including dental, vision, etc.) expenses that will count toward itemization is the amount that is OVER 7.5% of your adjusted gross income. You should only enter the amount that you paid in 2020—do not include any amounts that were covered by insurance or that are still outstanding. Of course, your medical expenses plus your other itemized deductions still have to exceed your standard deduction before you will see a difference in your tax due or refund.
To enter your medical expenses go to Federal>Deductions and Credits>Medical>Medical Expense
If you are asking about the self employed heath insurance adjustment then yes it can count.
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