6. Cadillac Escalade
Seen In: 10 Wayz, Get Your Roll On, We Got That
Years Of Production: 1999-present
Complex Says: First produced in 1999, in response to the Lincoln Navigator that came out a year before, the Escalade has gone through three generations to the present day. The name Escalade refers to a siege warfare tactic of scaling defensive walls with ladders or siege towers. The Escalade is a staple luxury SUV in the fleets of the affluent.