I don't know how easy/hard this might be for you if you are just starting out filing your own keys, but I personally use a needle file set. I will use the triangular file to knotch the correct spacing on the blank. Then I will use the round file to get my depths, and the tapered file to take off the edged as I am filing down. It may seem a bit involved at first, but after many years of making my own code keys, it becomes like second nature. I am sure every locksmith has their own technique, and tools that they prefer.
As far as reading the depths, you can use calipers, a micrometer, or easier yet, just use a premade depth guage. Easy to find, and not that expensive. Good luck and happy filing.
p.s.. keep a band aid close
