Is Private Health Insurance Tax Deductible For Self Employed? 
Well , Yes and No . You can always deduct your individual health insurance premiums on your Schedule A , Itemized Deductions , on your income tax form along with other eligible medical expenses . The catch is -LRB- there always is one is n't there ? -RRB- that you have to itemize your deductions -LRB- which you are probably doing as a self-employed person -RRB- and that thanks to ObamaCare your total deductible medical expenses now have to exceed 10 % of your income before you receive any tax benefit . This is generally a pretty high bar to clear for most self-employed people and so the net effect for most self-employed persons is that they receive little or no tax benefit . But as some politicians seem to like to point out , you did n't really build your business . So , why should you get a tax break ? And someone has to pay the taxes to provide for the subsidies for other people 's health insurance or Medicaid coverage . We all know that everyone who owns a business is rich so why not you ? 