The self-employed health insurance deduction is one of the most valuable adjustments available to you. It reduces adjusted gross income dollar for dollar; you get it whether or not you itemize, and the lower adjusted gross income can preserve other benefits that phase out as income rises.
It is also one of the easiest deductions to lose. Three tests decide whether your premiums count:
If you are an S corporation shareholder who owns more than 2 percent, you have no such flexibility. The premiums must run through payroll and appear as wages in box 1 of your Form W-2. Pay them personally and skip that step, and the self-employed health insurance deduction disappears.
Note that eligibility alone is the disqualifier. If your spouse declines employer coverage in favor of your policy, those months are gone.
There is one more limit: the deduction cannot exceed your net earnings from the business under which the plan was established.
If you want to discuss the self-employed health insurance deduction, please call me directly at 408-778-9651.