For me it takes more than a few times, and it still has trouble. Of course it could be that my headset isn't decent enough (a Turtle Beach Earforce X12), but they don't seem any worse than my Saitek GH20 Vibration Headset that they replaced. :-/

Oh well. More training is the way to go for me. I'll just have to wait until I have the computer room all to myself, otherwise my wife and sons will think I am either talking to them, or talking to myself. When things don't go as planned I get quite vocal about it (loud, but to myself), so there is nothing unusual about that. ;D