Henry “Enrique” Tarrio, the former chairman of the violent neo-fascist gang the Proud Boys, was sentenced to 22 years in prison for his role in the Jan. 6, 2021, U.S. Capitol attack.

U.S. District Judge Timothy J. Kelly handed down the sentence in a District of Columbia courtroom Tuesday, the longest sentence yet for a Capitol attacker. His sentence also included 36 months of supervised release. The Justice Department had sought 33 years for 39-year-old Tarrio for the pivotal role he played in orchestrating the violence on Jan. 6 that left more than 100 police officers injured.

Given the opportunity to speak before his sentencing, Tarrio’s voice cracked and he wiped away tears as he told the court he had “failed” his family, according to reporters in the courtroom.

“Standing before you today, I feel I failed as a brother, fiancé, nephew, as a son,” Tarrio said. “I will always regret making decisions that did not put them first. I’ve taken care of my grandfather for most of my life, and now I’ve failed him.”