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Employee or contractor: getting it right for your staff

Daniel Luna
Daniel Luna
Founder, DPC Bookkeeper · November 2026 · 3 min read

Whether someone is an employee or a contractor depends on how the work is done, not what you call them or what the agreement says. Getting it wrong can mean back payroll taxes and penalties, so make the call with your CPA or an employment attorney before the person starts.

Why owners lean toward contractor

A contractor looks cheaper. No payroll taxes, no benefits, no payroll service, a 1099 at year end instead of a W-2. For a new practice watching every dollar, that's tempting. The risk is that the IRS, the Department of Labor or your state decides the person was an employee all along.

What decides it

The rules look at the whole relationship. The questions usually come down to three areas:

A medical assistant who works your hours, at your clinic, using your systems, will usually look like an employee. A billing consultant who serves several practices from their own office may look like a contractor. Federal and state tests differ, and some states are stricter than the IRS. Your attorney or CPA will know which ones apply.

What a wrong call can cost

If a contractor is reclassified as an employee, the practice can owe the payroll taxes that should have been paid, plus penalties and interest. There can also be wage and overtime claims and state unemployment issues. The longer it runs, the bigger the bill.

A made-up example

Say you pay a front desk person $3,500 a month as a contractor for two years. They work 9 to 5 at your desk on your schedule. If they're reclassified, the practice is looking at two years of employer payroll taxes on $84,000 of pay, plus whatever penalties apply, and the cleanup in your books.

How each one shows up in your books

What I'd do this week

Common questions

Does a contractor agreement settle the question?
No. An agreement helps, but the actual working relationship decides it. Ask your attorney to review both.

Can a provider be a contractor?
Sometimes, depending on how the work is set up and your state's rules. Ask an employment attorney before you sign anything.

What if I've already been paying someone as a contractor?
Talk with your CPA or attorney soon. Fixing it early usually costs less than waiting.

Want payroll and contractor payments recorded right?

We record payroll from your reports, track contractor payments and keep W-9s organized so 1099s go out on time. If that's what you need, apply to work with us.