YEAH!!! After what has at least cost me two years of my life, I finally won!
Used the abovementioned setup with a few tweaks. Got a bit lucky at the start (or should i say, the start was like I would've driven
) and was already second behind the 2J at the Louwes hairpin. I overtook him on the next lap and got a decent lead, but the 2J did some überlaps and took it from me again going into lap 5.
While shouting and cursing at Bob I lost a lot of time, but started to regain at lap 7. Starting to believe again I kept pushing and at Casino he finally decided to dive into the open space and overtook the 2J! The NASCAR championship was peanuts compared to this
A strategy for passing cars other than the Chaparral 2J:
Start attacking at the apex of the final corner (when close enough, Bob will dive to the inside)
When only a few car lengths behind, try the overtake command on the hill after the first turn. Mostly Bob won't do any good overtaking, but he will be very close, so press overtake again right after. The corner before Loewes hairpin, the job should be done. The rest of the lap I slow down when taking the turn before the tunnel, and if necessary before the chicane after it. Make sure Bob doesn't try to overtake someone at the chicane, as this will 90% chance lead to an ambrace with the barriers. Rest of the lap just enjoy the scenery
Hopes this helps someone!