March 3, 2024
I encountered a similar problem today however I found the following solution for my case:
If I enter stock sales by Section Totals then go to Forms View, Capital Assets Sales. At the bottom of the screen, it says I must mail a copy of my 1099 (Not my return). If I enter the sales One By One, Capital Asset Sales says No, I do not have to mail my return. I chose to use the One By One option thereby avoiding having to mail anything.
The reason for the IRS wanting a copy when using Section Totals comes from the sale of stock where the cost basis wasn't reported to the IRS. (Box B or E). When using One By One, you enter the details the IRS is looking for.
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