Yes, it does matter. If you don't have a loss then the wash sale rules do not apply. If you have a loss then if you repurchased the same stock within the 60 day window (30 days before or 30 days after a sale at a loss) the loss is added to the stock you still own until you sell it without a repurchase during that same window. Until fully disposed of without a repurchase, the wash sale loss cannot offset any gains from other stock.
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