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I'm kind of thinking out loud here but if you put a sell order in to your broker and you get a message back that no market could be found for the stock, that might suffice for IRS evidence that the stock is worthless. Other than that you generally need some evidence like a court proceeding or something to indicate the stock is worthless.
If in fact the stock is listed on a market somewhere even if at a fraction of a penny you need to sell the stock.
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