I made a mistake today when I tried to roll over options and Schwab identified this as disallowed loss. But I'd like to seek opinions from you Pros to see if it is IRS-defined disallowed loss or just broker algorithm thing.

    Here is the story: I sold two IWM puts expired today at same strike price. However, the price fell below strike price and I decided to roll over them. The mistake is I rolled first option and then rolled over the second one. Then the realized loss from the first option (Sell to open and buy to close) was identified as disallowed loss. I kinda understand the reason of causing disallowed loss is that the realized loss of the first option happened before I bought to close the second option. But I felt weird that these two options I sold and bought back all ended up with realized loss but I cannot claim part of them for tax deduction? Sorry, I definitely could be wrong as I am a rookie to option trade. Could you please help me clarify this?

    And, another question is: in one tax year, if my net gain is 100USD, and disallowed loss is 100USD, does this mean I need to pay tax for 200USD? If the net gain is -100USD, does this mean I cannot claim tax deduction?

    Thank you so much for spending time answering my question.

    Questions about wash sale for option trade.
    byu/Intelligent-Olive323 inoptions



    Posted by Intelligent-Olive323

    1 Comment

    1. Peshmerga_Sistani on

      You can claim the loss, the loss of the 1st option got pushed to the 2nd option that was still open, then you bought to close that. Loss all realized. Don’t reopen this same contract(same strike, same expiration) for 30 days. Should be fine.

      Net gain 100 USD, wash sale 100USD, tax on 100USD gain.

      Net loss -100USD, claim the -100USD as loss.

    Leave A Reply
    Share via