Lets say I have a stock with holding period of 1+ year and is in profit. For some reason I dont want to sell it now but also hedge my gains. If I but a deep ITM put (assuming very small/negligible extrinsic value and expiry is few weeks from now), after few weeks here are the two scenarios:

    1. Stock goes further up, put goes in red. Does selling both put and stock at this point means stock gains are LTCG and put loses are considered Short Term?

    2. Stock goes down, put goes in green. If I exercise the put at this point, what will my sell price be?
      2.a – Put strike – cost of put OR

    2.b – Current stock price? In this case, my put has gained value. will that be considered short term gain?

    Tax – Short term loss in options against long term gain in underlying
    byu/lifestartsat40 inoptions



    Posted by lifestartsat40

    1 Comment

    1. The way the tax code deals with short vs long term gains is that a short term loss offsets short term gains first and then carries to long term gains.

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