Tante Girang Muda. One factor to consider when choosing a health insurance decisions for your workers. Depending on how many workers you have, your insurance for the self-employed work may need to be changed. Also, consider what situations you would like a worker on the phone, because it adjusts how many people you hire can affect your insurance situation. One of the benefits for health insurance for self-employed worker plan is a tax deduction. Here are some rules and restrictions on tax deductions for insurance for self-employed workers.