Exception 1, I grant, and TIL. I sort of
presume I can take that (in my situation), although this directive is confusing:
> The Ordinary box in box 2 isn’t checked
There is no "box 2" on the 1099-Bs I have. It is on the standardized IRS one, so the instruction from the IRS seems fine … but this is a great commentary on the state of the American tax system and how complicated it is.
(Variations on this theme cropped up multiple times during this year's prep, too…)
Exception 2 doesn't seem to list out what the conditions to qualify for it are, it only lists the procedure for the exception. I'm not sure how anyone is supposed to take it, for that reason.
> These are the very same exceptions that tax software uses.
TurboTax does not appear to take advantage of Exception 1. It would appear to have applied to my situation this year, and yet, TurboTax filled out a complete Form 8949, with each transaction, just like the parent comments hint at.