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Snowdrop
Returning Member

Self-employed, 2 jobs, how to deduct health insurance premiums?

I have a small amount of self-employment income from two jobs. I made $5000 at one, $1500 at the other. (I don't have a regular job.) I want to deduct my health insurance premiums. TT wants me to link the deduction to one job. I need to link to both jobs in order to maximize my deduction. How do I do that?

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4 Replies
JulieR
Expert Alumni

Self-employed, 2 jobs, how to deduct health insurance premiums?

Do you own more than one business?
Snowdrop
Returning Member

Self-employed, 2 jobs, how to deduct health insurance premiums?

I'm acting more as an independent contractor. These are not businesses, but payments for work I do. Do you know if bsch4477's answer is correct? A CPA told me that I could add all my self-employment income together and deduct my health insurance premiums, up to the limit of my net self-employment income. Thank you for looking at my question.

Self-employed, 2 jobs, how to deduct health insurance premiums?

The IRS considers you a business if you are an independent contractor.  If you get income as an independent contractor for 2 different business activities they are different businesses and you would have 2 Sch C's.  Of course, if you have only one business that receives payments from more than one source, you would deduct your premium expenses from that one business.  It is more complicated if you do have multiple businesses. See here for more on this:
<a rel="nofollow" target="_blank" href="https://www.nolo.com/legal-encyclopedia/the-self-employed-health-insurance-deduction-a-valuable-pers...>

Self-employed, 2 jobs, how to deduct health insurance premiums?

If you have 2 separate businesses and so have 2 Sch C’s, you can only assign your medical insurance payments to one business.  You can’t split the cost. If you have 2 policies, for example one for medical and the other for dental insurance, you could assign one policy to each. If you can’t apply all of your premium payments to your business because they exceed your business income, the rest can be a medical deduction if you itemize. 

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