Before wasting your time attempting to complete races, make sure that you have a decent Class A car and motorcycle purchased. Likewise, a fast B and C class of each. Otherwise, you will find yourself getting potentially frustrated at losing races at the last second, or accidentally slamming into tight corners due to poor handling. Experiment with which car/motorcycle of each class works best for you, and these races will become a breeze. There are 18 races in total, two of which unlock after you take Sandra out on a date. This achievement is best reserved for end game.