Question: My son lives in Arizona and receives pension income from the Arizona Retirement System (ARS). He is 64 years old and is now single with no dependents. The ARS allows him to purchase health ...

Q: I recently started my own business as a sole proprietorship and will be filing a Schedule C with my Form 1040, accordingly. I provide a group medical insurance plan for my two employees and my ...

Health insurance can be tax-deductible in certain situations, but most taxpayers don’t qualify. Whether you can deduct premiums depends on how you get your coverage, how you pay for it and whether you ...

One of the best things about being self-employed is that you are entitled to a whole host of boss-less independence, flexible scheduling and most importantly, tax deductions. While some overlap with ...

While some overlap with those available to regular workers, self-employed individuals also have their own unique deductions. It’s important to note that the IRS definition of “self-employment” is ...

A few months ago, in response to a question from a reader, I discussed the deduction of health care premiums. I received many responses, and several readers raised issues related to this deduction.

Let’s face it — tax season can be stressful. This is especially true for self-employed individuals and small business owners searching out every self-employed tax deduction and navigating other small ...

When you file your tax return, you can minimize your tax liability through common tax deductions like student loan interest, mortgage interest and charitable donations. But are medical premiums tax ...

As a self-employed person, you probably watched the development of the Tax Cuts and Jobs Act (TCJA) with some trepidation. The tax code is not often kind to the self-employed, nor are most of the ...