To unlock this achievement the player must die 1000 times.
This achievement can easily be unlocked quickly with the help of Chapter 11, Deadline. During the last part of the chapter, a car crashes into the building and enemies come out. If the player dies during this section, Jacket will respawn at the moment the car crashes in the building. Pressing 'respawn' repeatedly, while moving towards the car if necessary, will result in Jacket being constantly run over.