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I am not a tax expert, but I have been spending a lot of hours recently looking at rules on straddles.

As I understand it, once a position has been part of a straddle, and assuming the holding period was short term when the straddle was established, the holding period restarts once the straddle is terminated. It does not matter how it was terminated. If you gift some of the shares that will take them out of the straddle and reset the holding date to begin the day they were gifted.

You might want to repeat the question of the Fairmark message board

to see if you can get any ideas there.

Good Luck,
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