If you are a freelancer, consultant, independent contractor, gig worker, or sole proprietor, health insurance can feel like a business problem with only one answer: buy an individual ACA plan and hope it fits. That assumption is understandable: but incomplete. Your coverage options depend on more than whether you work for yourself. They also depend on your business structure, whether you have common-law employees (workers you control and pay as employees), your state’s insurance rules, your household income, your prescriptions, your dependents, and whether you plan to hire. In 2026, the right strategy is not simply finding the lowest monthly premium. It is comparing your total exposure: premiums, deductibles, out-of-pocket… Read More
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