Find an area that has a Jack Spot and Billboard close together. Then look for a blue arrow on your mini-map: these are cops.
1. Start a pursuit by hitting the cop.
2. Drive straight towards the Jack Spot.
3. Drive straight towards the Billboard and smash it.
4. Run away.
Get outside the circle around the cops to enter cooldown. When cooldown ends, you'll have escaped the pursuit and unlocked the achievement.