Will I Have To Buy Health Insurance Under Obamacare? 
Will you have to buy health insurance under Obamacare ? Yes , you are expected to . If you choose not to , you will pay a nominal fine each year . So what you have to weigh is the cost of a small fine each year vs the much higher costs of the premium . So you can go without if you choose and just pay the penalty to the government and then upon illness , sign up for coverage as their will be no pre-ex to worry about . I expect a lot of people to use health insurance under Obamacare much like a trolley , hop on when you want , hop off when you want . 