Ion

Ion was an angel under Naomi's command. He and another angel were tasked with finding Castiel and recovering the Angel tablet. But they were repeatedly thwarted by Castiel's cunning. He finally manages to capture Castiel by massacring a Biggerson hotel, which lures Castiel to the place. He tortures Castiel for the tablet's location. Later he is shown to be a double agent, under Crowley's employ. Crowley tells him to keep an eye on Castiel as he has to attend to Kevin. There he laments the mindless slaughter and no questions asked policy of the angels. He is presumed to be killed when Castiel digs the Angel blade bullet out of his abdomen and thrusts it into Ion's eye and escapes.