I got this on my 28th day in the Inspector Mode, and its a little difficult because you can't pit maneuver the truck with your tiny car.
The best way to do this is wait for a sharp turn, as we all know the chase is endless and you are just gonna be circling around the map, so when a left turn is about to come stay on the left side and stay at the front tires and gun it in the opposite direction (right side in this scenario). You're welcome.