Resisted arrest by the Lost Heaven Police Department

Capture a bounty alive.

Complete 20 story missions without switching to a new horse at a hitching post.

Completed "Bon Appétit"

Completed "Visiting Rich People"

Completed "A Trip to the Country"

Completed "The Saint and the Sinner"

Completed "Better Get Used to It"

Win over 2000 chips in a hand of Poker.

Completed "Fair Play"

Won the race

Found a 'Gangsters of the United States' cigarette card

Completed "Molotov Party"