Can I sell all the tax lots of my fund (with a loss, obviously) EXCEPT the last two, and buy a new fund without triggering a wash sale? Or do I need to wait until next month, so that 31 days without any purchases or sales have passed before executing this plan?
Your exact scenario is played out in the TAX-LOSS HARVESTING DOCUMENTED thread which should answer any and all questions you have including some you haven't thought of:
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