I'm kind of confused by some of the comments suggesting that he shouldn't do the grading himself. Everyone starts somewhere and for something as simple as back dragging the front bucket, the learning curve is pretty simple. While I never cared for the results that my 80 year old dad left, it was still better then nothing and very easy for me to touch up once he was done. Rarely did I ever tell him that I fixed it since that really didn't matter to anything.
Every pro started out with the first time they did something. Most will have firsts on a regular bases. They just adjust, deal with it, and get it done. There is no reason that anybody should think that they cannot do this. What's the worse that could happen? It takes more time then they guess a pro will take? Does that include waiting for the pro to get there too? Will the pro use less fuel by getting it done faster, but it will cost more for his time?
If you can afford to have others work your land for you, that's great, but I think that most want to work the land their self, and enjoy seeing the results that they create, and maybe save a buck and learn something new while doing their own work.