Completed the game on Easy, Medium, or Hard difficulty

Completed "Just For Relaxation"

Lost the cops after accruing a five star police chase

Collected 15 vehicles in the Garage

Completed "You Lucky ..."

Completed "Bon Appétit"

Completed "Visiting Rich People"

Completed "A Trip to the Country"

Equip 0 perks, repair generators for a total of 1 full repair and escape 8 times in public matches.

Completed "Sarah"

Took Paulie to a Place of Disrepute

Completed "Ordinary Routine"

Found a 'Gangsters of the United States' cigarette card