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Can my client claim the expenses he paid in January 2019 for income he received in December 2018 on a 1099Misc box 14, gross proceeds paid to an attorney?

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Cash basis means cash basis.  You get the potential deduction in the year paid.

ex-AllStar, ex-Lutefisk taste taster, ex-ACME product tester
and ex marks the spot where those rocks and anvils hit me.
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