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It will print each one one at a time
Sorry, there was a problem. Please try again later.Yes it will. As long as there is no other paper in it, so the paper tray is sized for the envelopes, it will print like normal. I've never had any issues printing multiple envelopes at a time. Make sure you have the correct side up first however. It really sucks when you print on the wrong side of the envelope.
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