I'm getting 1099'd by my employer, as an individual, should I incorporate myself to take advantage of the premium removal for sole proprietors?
As a self employed sole proprietor, you may deduct the premiums on your schedule C. No need to incorporate. The only healthcare benefit you dan get as an S Corp is the possible opportunity to get group coverage with better benefits such as a PPO network. It is important to look at your state healthcare guidelines to see if group benefits are available for your business size and the exact additional benefits over individual plans. I know Ohio very well as that is my resident state. Each state is different for coverage options,
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