Deductions & credits

I assume you mean Line 16 of Schedule 1.  🙂

 

If the insurance is "subsidized" by the employer (the employer pays ANY portion of the full cost, which almost every employer does), no, you don't qualify for the Self Employed Health Insurance deduction.

 

No, only insurance qualifies for the Self Employed Health Insurance deduction.  Other out-of-pocket medical costs go on Schedule A (and due to severe limitations, that deduction might not reduce your taxes).