Need help finding why the 1/16" bit bottomed out

[corknut (Randall Smith)]

So I was carving a 3d relief and I used a 1/4" bit for the roughing, than a 1/8" for the first finish pass, and then I put in my 1/16" for a 90 degree finish pass to clean it up a bit more. Once I started that pass the bit drove straight down and bottomed out the bit and since its a connical shape, the whole it made is almost a 1/4" wide. I am thinking there is some issue in the code so if anyone can help pick it apart and give guidance it would be great. I will upload the gcode and the cc file.

Also I found if I put my 1/32 bit in carbide create and run a simulation, it shows a ton of tiny holes throughout the whole piece and yes, the machine will drive the bit all the way to the bottom if I carve it.
fmf 1-16ball finish.nc (1.1 MB)
nicholas hopkins desk plate.c2d (2.8 MB)

[Tod1d (Tod (with 1 'd'))]

Not sure about the 1/16" tool. There are several reasons why the tool can dive into the stock.
See: Unexpected Z-Axis Plunges

Your 1/32" tool will fit between the 3D model and the boundary, so it will dive through the stock because there is nothing there to stop it.

Typically when I build a 3D model to cut, I’ll create a flat component larger than the cut area, then add the detail component on top of that to get the total height.