His point is that there's a valid way to get it to cut through the first time.
I myself use a sacrifice board of MDF or plywood under all my cuts. I add .03 to the depth and it gives you a clean cut all the way thru.
Yes more complex software has ways to make your calculation error or measuring error easier to fix, but it's still an error.
It would be nice to have that feature. Just yesterday my bit broke when milling 1/2" thick aluminum and it was 68% done. I could either have sent the file again, or send the last 32% one pass at a time starting at 0.420" material size (even though it's .50"), setting my depth per pass to 0.60", and adding .006" to the material size each carve.
I did it the pass at a time and it took about 30-40 min. The full carve time would have been over 2 hours.
This feature would have helped with this. It's a good request, but it may be a bit advanced right now for easel.