I hold it "correctly" and have awful handwriting. If he can write legibly the way that he's doing it, it shouldn't be a problem. For other things, I'm not always naturally a lefty. I throw righty and can write righty (even less legible, though). DC20 is lefty in most things, holds a pencil incorrectly, and ended up being righty for some sports... I think that lefties tend to be more ambidextrous than righties in general...