This is a story related achievement. As you progress through the game by beating races and other events, you'll eventually be shown a cut-scene relating to Rose (the woman with the rose tattoos). You'll get a prompt at the bottom of your screen saying 'Rollercoaster'. Activate this and you'll begin the race, which is listed as a job in the GPS map. Just keep racing and win the event by beating Rose to the finish line. I used the upgraded Porche (you can choose it as your fourth pink slip car) with all upgrades at 'pro'.
You'll get the achievement before the follow up cut scene begins.
If you're finding it hard remember that you can restart the race as many times as you want; and as with many things on this game, nitrous can really help.
Hope I helped you out!
Here's a video of the event, to give you some further help. Credit goes to MahaloVideoGames