ANSWERS: 1
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I have never heard of that kind of arrangement -- a 1099 contractor is normally responsible for all of their own taxes, Social Security, etc... if they're withholding anything like workman's comp, that would be very risky on their part -- it signals that they consider him to be an employee. That could trigger problems with the IRS. In any case, workman's comp payments are not income to the employee, they're an expense to the employer, so there's nothing for him to do. He should just report the net amount earned.
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