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TAX

1099 vs. W-2

The two main classifications of workers — independent contractors (1099) vs. employees (W-2) — with very different tax, legal, and operational implications.


DEFINITION

Misclassifying workers is one of the most common — and most expensive — small-business mistakes. The IRS and Wisconsin DOR both apply multi-factor tests focused on control, financial relationship, and the nature of the work. Getting it wrong triggers back taxes, penalties, and interest.


WHEN IT MATTERS

Before bringing on a new worker. After any change to how an existing worker actually operates.


COMMON QUESTIONS

  • Can I just pay someone as a 1099 if they prefer it?

    No. Classification is determined by the facts of the relationship, not by what either party prefers. The worker's preference doesn't override the IRS tests.

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