I think you will find all those overtaking license tests are somewhat "scripted", so you need to learn where the AI goes and avoid it accordingly. I had to do that for the Camper Challenge before I surprised myself by Golding it.
All said and done, I seriously hate overtaking tests. To make it, what seems, the be all, and end all of the tests seems ridiculous to me.
If you are not liking the IA license, you will really hate the S license! I am struggling at S-8 and have pretty much abandoned it as it is no fun (I thought video games were supposed to provide that "commodity") any more.
Before anyone says anything, I know overtaking is a crucial part to racing, but in the "real world" (A spec and B spec) you do not get penalized for contact.
In the "good old days" the S License was made up of Time Trials which I much preferred, Learning the track is pretty important when it comes to racing and with familiarity you can learn the best places to overtake rather than having it forced on you.