I've never had much luck starting in the center. That is, unless there is a center hole, or it is tubing or some such. For flat plate, the zero surface speed at the center, and the inserted tools I use just doesn't seem to work out. I believe you though, with HSS, and a sharp point, you can plunge in and do OK. Seems it will still leave a nib though. Or chip the point as you cross center.