Well, I finally got the trophy this morning.
Here's the sad, pathetic truth.
1) Drop yourself down to B or C skill ratings.
2) Qualify as best as possible (no worse than fourth). Avoid the chaos in the rear.
3) Win as many races as possible (finish no lower than third).
4) Cut a corner or exceed track limits once or twice a race to keep your rating inside B or C skill.
The last race, there were 17 racers. I qualified 3rd. Had a bad start and fell to 4th. The top 3 started to battle and one of the 3 pitted for a broken wing. On the final turn of the last lap, the 2nd place driver hit the wall and was stuck. I finished 2nd and gained 15 points to reach 2003 points and unlocked the trophy.