The moment Jon Gruden signed a 10-year, $100 million contract that would mark the return of ‘Chucky’ to the NFL sidelines, it was inevitable there would be fireworks in Oakland. But nobody could have expected what would happen next: Gruden trading Khalil Mack to the Chicago Bears in exchange for a package including two first round picks.
The two first round picks, a 2020 third round pick, and a sixth round selection in 2019 that the Raiders received is the highest compensation given for a defensive player in NFL history. But along with trading a future Hall of Famer, they also gave the Bears a second round pick and a conditional fifth round pick in 2020.