For this achievement you'll have to break all
30 Billboards across Fortune Valley.
Most billboards require you to find a nearby side road and/or a ramp in order to reach them.
I've created an interactive map including all 30 billboards:
http://swissgameguides.com/games/need-for-speed-payback/map/...Note: I'll update the map with screenshots for additional help - but most billboards should be easily obtainable once you find them.