That was my least favorite mission so far (I'm 75% done with the game and since they put the map patch out maybe I'll actually finish it since I'll have time before Fallout... that is if I put Wasteland 2 down). It helped a lot when I realized that if IOnce I figured that out I had it after 2-3 tries (I don't even want to say how many times I tried before that point and I was about ready to say fuck this game I'm just going to do side quests and forget the main mission).went down the different fork and went through the steam/water thing that it healed my car.
WOW, that would've been helpful to know. I took the main path the whole time and guess I just got lucky once to take him out. They probably should've introduced that mechanic earlier or at least hinted at it during the actual race. No wonder I was having trouble with it.