Parrisw, It's looking pretty good. But you need to raise your hand up to make the file go in at a steeper angle. You are also low in the cutter with the file.
Notice the beak you have on the top plate. It will cut like mad...........for a few cuts, but will dull very quickly because there's nothing to support the edge. Get the corner of the file (where the flat meets the edge) to meet in the corner of the cutter.
Here's a cutter I filed the other day for John's thread. See how the corner of the file made a line going into the corner of the cutter? That's what you're looking for.
Andy