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1. The thirty days rule means thirty days before or after.

2. If you sell the new options during the same tax year, you would not need to worry about a wash sale. For the sale of the new option, you would calculate your cost as the amount you paid, minus the loss that you did not get to claim with regard to the earlier sale.

3. I'm not sure I understand the third part. My understanding is that to claim a loss you have to have a thirty day period during which you don't own it.

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