Can I argue that my wash sale was a mistake?
July 27, 2001
Subject: ISO wash sale
Date: Thu, 19 Jul 2001
Great website, am also on your mailing list.
I have paid my 2000 taxes which include a large ISO wash sale component. There is also a significant AMT component but I’m okay with it as I knowingly held on to the positions at year end.
What are the chances of now writing to the IRS that the wash sale was a mistake and (1) common understanding on the topic was mistaken (NYT, WSJ articles), (2) there was no way to recover from the error (unlike regular wash sales or AMT exercises)
And arguing for a one-time permission to not report the wash sale related bargain element as ordinary income?
Date: Wed, 25 Jul 2001
I’m sorry, but there is no provision for claiming a wash sale was a “mistake.”
The New York Times and Wall Street Journal are not substantial authority in the Tax Court.
If you sold the replacement shares before the end of the year, you could take the aggressive position that the attributes of the ISO shares attach to the replacement shares, so the escape hatch should apply. This is a long shot for which there isn’t much authority.