I just finished rounding the toe and the heel and it is much better. I can see what was causing it to catch. The 3 1/2" diameter that I was attempting to turn, presents itself to the 1" skew as a flater surface than say a 1" dia stock. By rounding the edges I have removed the sharp points and also moved the threat further away from the stock. There was some other suggestions that I will also try.
Another suggestion was to use an adapter that mounts on the shaft of the skew. In effect it lets the skew have a round shaft that rest on the tool rest. I think this would be considered as a training wheel for the skew