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It was a deep ITM January 2014 written put that would likely have eventually been assigned. I BTCed it when it had very little time value in it. That's what made me think that it was substantially the same as shares.

You see it differently, then?

So - the question is - are deep-in-the-money options substantially identical to shares?

My guess is "no" - but I'm not an expert.
Hopefully one of the experts here can provide better guidance - or even better, provide a pointer to a tax court decision that clarifies it.

I would suggest re-stating your question - with what exactly you bought and sold and the prices (rounded to make math easy is fine)
And what you're looking at buying (and therefore are concerned about wash sale for)
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