Ah, the situation is that the canvas does not have any empty space to cut at -0.4 and -0.5. Only if a contouring at the canvas at a multiple of Cut Depth will result in an area that's empty will cuts be generated there. So your numbers will need to go down to -0.5mm from the top of the canvas if you want them to be cut that deep.
Alternatively, you can use the 2D Offset Milling which will let you specify where along the Z axis to generate a cutting contour, and then an arbitrary Max Depth that ignores the canvas contents. For example:

Here the ampersand only goes down 0.1" so I set my Contour Z on the 2D Offset Milling's parameters toward the top of the canvas where it intersects the contour of the ampersand at 0.95". Then I can set the Max Depth to reach the bottom of the canvas and have it generate cuts all the way down.
Hope that helps!
- Charlie





