If I bought 500 shares in June 2021 and sold 2 puts with expiration date Jan 2023. After I bought 500 shares in Jan 2022, sold all shares with loss on 17th of June 2022 and if my puts would be assigned, will I have wash sale?
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If you are assigned you bought shares.
if you bought within the plus/minus thirty day window of taking a loss it is a wash sale
you are not specifying the dates of all your activity, and those dates will determine the answer to your question.
since the stock sale was on June 17, 2022, the "within the 30-day window" will closes at midnight on July 16, 2022. you have the option of buying the puts to close or if they're exercised selling the stock you'll buy on exercise. note unless there's something odd about the puts that's only 200 shares so you could only have a wash sale on 200 shares.
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