The achievement description reads fairly easy, but it can be frustrating to get it.
Neither the Chevrolet CK1500, nor the Khan 39 Marshall-DLC scout helped a lot here.
Once you gain access to the Hummer H2, the achievement is a lot easier.
Go to the paint shop and search for red color. It should be in the first row of the color selection. I took the one in the right of the first row. Not sure if all red tones work, but the bright red one in the top right corner worked for me.
Try not to use reverse gear, because the car is simply too slow. Also, do it on solid ground (like the yard of a garage) so the scout can accelerate faster. If you still try to do it in reverse, make sure to remove a spare wheel on the rear bumper if applied.
Try to hit the target truck from a 45° angle and look on the damage indicators of both vehicles.
Important note: Both cars must sustain damage in order to count. So if your truck doesn't catch damage when crashing, the achievement tracker will not increase.
Give it a few tries and repair your scout from time to time. After a few hits, the damage on the truck is greater than on the scout and the achievement should pop right after.