How does your wife file her business taxes? Is she self employed on Schedule C or files a separate Business return? The contractor should be doing the same way as her. He enters the 1099NEC on his schedule C. What do you mean automatically?
If your wife paid him $600 or more she has to give him a 1099NEC. Has she ever given one to anyone before? Does she need help issuing and filing the 1099NEC? You need to use the Online Premium version or the Desktop Home&Business program or the Business program to prepare 1099s.
