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Ed & Bill,

Thanks for the replies. This situaton is definitely more complicated than I imagined. I understand now that the wash sale rules apply between accounts even if one is tax-advantaged; I suppose it was wishful thinking on my part.

However, the related party transaction never entered my mind because I could not see how it was any different from any other capital loss sale (assuming I wait the 31 days).

My thought all along was that I would treat this as any other capital loss; sell the stock, wait 31 days to repurchase, and then claim the loss. I considered using the IRA hoping to find a loophole by being able to repurchase without the wait.

Thanks again,
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