Caleb was the leader of a rival crew that saw the player's mounting wins and reputation as a threat. He called the player to try to force them to join The Wraiths crew, but the player refused by hanging up. Caleb ambushed the player whilst he was en route to a party with Samantha by sitting in a dark alley and activating the headlights of his Hummer H2. The headlights blinded the player, causing him to crash. This eventually led to the player traveling to Bayview.