If I have my jawbone2 paired I can use voice command to call and the phone keypad to dial and answer calls via headset. As expected.
But if I dial via speed dial the bluetooth headset does not pair unless I press the headset or activate it via the phone menu after the call has connected. This is repeatable every time for me. Is this how it is with the rest of you guys? seems weird.
It's a know issue (I have the original Jawbone and have the same issue). Hopefully it will be fixed with future releases. I noticed that sometimes if you press the speed dial for a very short period of time (but just long enough for it to kick in) the call will actually continue via the headset.