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Running the Business · April 30, 2026

Contractor or employee? The test Michigan owners keep failing

By Dev Raman, CPA · Partner · Accounting & Advisory

The 1099-versus-W-2 question feels like a paperwork choice. It is not a choice at all: the relationship either is employment or it is not, and the paperwork is supposed to describe reality rather than create it.

The heart of the test

Control. Who decides how, when, and where the work happens? A contractor brings their own methods, tools, and usually other clients. If you set the schedule, supply the equipment, and direct the work day to day, you have hired an employee, whatever the invoice says.

The expensive part of guessing wrong is retroactivity: back employment taxes, penalties, and interest, calculated from the day the relationship began. Reclassifying someone after three years means three years of arithmetic, none of it in your favor.

When a role sits genuinely on the line, there are safer structures and, sometimes, relief programs for owners who want to fix an old call voluntarily. The worst plan is the popular one: hoping nobody asks.

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