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I have been more activity investing in options this year and have some questions on the wash rule as it relates to call option trades.

1. I have some short term options I want to sell to harvest the tax loss, but want to stay long the stock through similar call options. Specifically I have a tax loss for an option that expires in September that I want to sell and buy replacement January 2019 calls. I know if I sell the September calls and then buy the January 2019 calls, the wash rule will prevent me from taking the tax loss until I sell the new cals. However, can I plan around this by buying the January 2019 calls a day before selling the September calls so that I won't be buying within the 30 days after the sale?

2. Also, assuming I triggered the wash sale, if I sell the new options within the same tax year as the similar options that caused the loss, would I attach the wash rule loss to the original options that caused the loss or the new options that triggered the wash sale when I file my tax return?

3. Lastly, if sold a call at a loss and then bought the same call back 20 days later (triggering a wash sale) and then sell the call again 15 days later, can I buy the call a third time without triggering a wash sale since the original capital loss was 35 days before or does the clock reset when I sell the new call which triggered the wash sale?

I appreciate any feedback!
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