Ok, here's the question:

I've got a loss of $1000. The next day I buy the same # of shares and sell for a $500 gain. The next day I buy and sell again for another $500 gain. Does the wash sale end with the first $500 gain, since it was actually a gain? Or does the cost adjusted basis from the wash sale actually make this gain a loss of $500, thereby creating another wash sale to be closed on the third transaction?

Also, if I have a loss, loss, and loss, on the Schedule D do I enter each sale with the new cost adjusted basis each time until the loop is closed?? This will keep adding up the losses on the Schedule D as a wash sale each time, even though they are not fully assumed until the loop is closed.

<< Also, if I have a loss, loss, and loss, on the Schedule D do I enter each sale with the new cost adjusted basis each time until the loop is closed?? This will keep adding up the losses on the Schedule D as a wash sale each time, even though they are not fully assumed until the loop is closed. >>

This is correct. Apply it to your situation in the first paragraph and you have your answer.

TMF ExRO
Phil Marti