You will get this for completing the first mission of the game.
Spoiler free:
After you start you will be told to go to a building and you will be given directions. Drive to the building and when you enter you will go through a tutorial mission. Complete this mission and the achievement should pop.
Some people find it takes a while for this to pop on the Xbox One, so the 360 version may also have the same issue. Just be patient as it could take a while!