Try paying an accountant, and then sleep better.
It's deductible, and they will save you at least their cost.
It actually sounds like you want to be audited!
You do not have to differentiate "Short" vs "long" sales to the IRS. They do not care. It is fairly obvious on your schedule D that the sale occurred before the buy!
Do you put "Post It" notes on your tax return?
All the IRS gives a rat's ass is that your reported 1099 has the same...