Here is the situation. A
1099 Expenses
Answers
Your issues are not uncommon.
The Accountable Plan Rules in IRS Pub 463 will be helpful in answering your questions. So long as the expenses are being reimbursed using the rules for documentation in Pub 463, the expenses are not required to be reported on Forms W-2 or 1099.
To answer your broader question, refer to Pub 15a (aka Circular e)from the IRS to determine the reportable status of your sales people. Pages 6 and following address the rules re: independent contractors.
I agree with Miles. Set up an accountable plan, and they don't need to report expenses on a 1099, or play games to avoid it.
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FP&A