Make sure "Pit Limiter" and "Pit Box Control" (driver assists) are set to manual. Press to request a pit stop. Obviously it needs to be more than a one lap race. When you get to the pits, your engineer will tell you to engage the Pit Limiter. Press to do so. Your speedometer will turn red to let you know it is on. Listen carefully as you make your way through the pits. The engineer will eventually tell you to hit the brakes. Press when he says this. If you have done it correctly, the achievement will unlock before you exit the pits.