On July 31, he was re-signed because of injuries on the linebacking corps. He was waived on August 31, 2019. On September 2, 2019, Phillips was signed to the Oakland Raiders' practice squad. On September 25, he was promoted to the active roster to provide depth because of injuries at linebacker and the 12-game suspension of Vontaze Burfict. He appeared in 4 games as a backup, posting 4 tackles (2 solo) on defense and 3 tackles on special teams. On October 29, he was waived with an injury settlement after suffering a season ending knee injury in the seventh game against the Houston Texans. Phillips was re-signed by the Las Vegas Raiders on May 6, 2020.