Territory: Detroit (with several chapters scattered throughout the Midwest and South)
Approximate membership: More than 300
Based in Detroit, the Highwaymen are relatively small compared to the likes of the Outlaws and the Hells Angels. But that hasn’t stopped them from disturbing the peace in the Motor City. The club was founded in the 1950s and has been the subject of several largescale investigations. The most recent, in 2007, led to the arrest of 40 members and associates on charges ranging from racketeering to police corruption. The gang’s leader, Aref “Scarface” Nagi, was sentenced to 37 years.