oldsaw
"Been There, Milled That"
There is light reflecting off of the chisel point. There should be no part of the cutting edge that reflects light when it is sharp. I agree with 1953, the file looks to small, thus giving an incorrect side plate angle. 7/32 brand new file is needed. Give it a try and let us know...
+1 That was the first thing that caught my eye. The penalty of using a too small file is that the file isn't big enough to sharpen the tip properly.
Mark