You won 20 different multiplayer standard races.

You completed all the unique stunt jumps.

You won a multiplayer race without damaging your vehicle too much.

You came first in 20 singleplayer street races.

You've met all the random characters.

You caught 20 criminals through the police computer.

You survived a 6 star wanted level for a full 5 minutes.

You completed all 9 assassin missions.

You successfully lost a 4 star wanted rating.

You unlocked the special ability of Brucie's helicopter ride.

You have taken all variations of the helicopter tours of Liberty City.

You have completed the story.