Well there's over a dozen kinds of 1099. Where is it asking if you need to file a 1099? That could be for several other 1099s too. Or even a 1099NEC you need to prepare to give to someone you paid for business. So you need to include the letter like 1099R, 1099-INT, 1099-DIV, 1099B, 1099NEC, 1099Misc, etc.