Company policy is driver must pay deductible cost in the event of a "chargeable" accident. can I deduct that expense?
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If you are a W-2 employee, no. Work-Related expenses are no longer deductible after tax reform.
If you are a 1099-MISC independent contractor, it would not be deductible as an ordinary and necessary expense of your work, since you don't own the damaged equipment. But, if your contract allowed it, your client could withhold part of your agreed-on payment, and also not include it on your 1099-MISC. That way you have less income to report and so pay less tax.
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