A 'Truck' refers to any of the pickups in the game, I personally used the Ford F-150
A 'Daredevil' skill is 3 Near Misses in the same skill chain, so what I did was I took the freeway (That huge, almost straight stretch of road in Australia near the top) and just drove back and forth, turning around when the Freeway merged into one road on the far left, and I did a U-turn at the roundabout just before entering the city on the far right.
You'd want a fast truck to get those Near Misses in quick succession, so any S - Class should do.
This should take anywhere from thirty minutes to an hour depending on how many times you crash. You may want to up the brightness if it turns into nighttime to avoid crashing if it starts to become a challenge.