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Yes, that is entered as Medical Expenses under Deductions & Credits.
Whether this will benefit you depends on whether you take the Standard Deduction or Itemize Deductions.
Yes, just remember the total of all health insurance payments and medical expenses must exceed 7.5% of your AGI to be deductible. Also the total of all deductions must then exceed the standard deduction for your filing status. eg. single with 1 exemption the standard deduction is $15,700.
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