Unlike many of the other powerhouse players in this list, Benn was a late-round pick. In the 2007 NHL Entry Draft he was the 129th overall pick. This left wing was chosen by the Dallas Stars.
His brother Jordie Benn is also a professional ice hockey player. He currently plays for the Vancouver Canucks.
In 2016 Benn struck it big with a $76 million dollar extension for eight years. This included a total signing bonus of $56 million.
Benns Beauties was started by Jamie after they learned a close family friend had developed multiple sclerosis. He became an ambassador for the National Multiple Sclerosis Society in 2013 to help bring awareness and raise funds to research this disease.