SIOUX CITY, Iowa (AP) — A federal judge in Iowa says a man sentenced to life in prison for two robberies is one of the most dangerous people he’s ever seen. The Sioux City Journal reports that U.S. District Judge Mark Bennett made the comment at 23-year-old Jamal Dean’s sentencing on Friday.

Authorities say Dean, of Sioux City, has a criminal record stretching back to age 7. In August, he was found guilty of conspiracy, weapons, carjacking and robbery charges in connection with separate robberies of drug dealers in April 2013. He also pleaded guilty to an attempted murder charge in state court after he shot a police officer in the head.

Bennett says he believes in second chances, but described Dean as one of the biggest threats to society he’s ever seen.