So you just have to win the event. So change your settings before the finish line when you're winning.
Make sure when you start you have Full Damage. Then run a race and just before the finish Press Right or Left on the D-Pad so you're in the driver seat where you can see out the hole where the windshield would be.
Pause, go to Gameplay and then in there
Turn Transmission to Manual.
Use Manual Clutch to Yes
ABS to Disabled.
X to Save settings.
Then finish across the line. Achievement doesn't pop until after you leave the results screen.