Acquire the Black Suit

Become an Initiate of the Hidden Ones

Found all 'Gangsters of the United States' cigarette cards

Completed "The Death of Art"

Completed the game on Classic difficulty

Collected 15 vehicles in the Garage

Completed "Election Campaign"

Completed "Crème de la Crème"

Lockpicked 5 cars on the streets of Lost Heaven and environs

Completed "Bon Appétit"

Completed "Great Deal"

Resisted arrest by the Lost Heaven Police Department

Completed "A Trip to the Country"