After a match, Jacob was confronted in the ring by The Boogeyman and began a short feud with him. On August 23, Boogeyman unmasked Duncan to reveal his identity. At OVW's 400th anniversary show, Duncan defeated The Boogeyman in a tables match to end their feud. On October 25, 2006, Duncan won the OVW Heavyweight Championship from Chet the Jett in an impromptu title match. On December 15, Duncan dropped the title to Chet. In early 2007, Duncan began feuding with Dan Rodman over the interest of Beth Phoenix, resulting in a "love triangle". After the feud ended, Phoenix continued to manage Duncan in OVW before she made her last appearance in OVW on August 15, where she lost to Katie Lea in a number one contenders match for the OVW Women's Championship and then joined the main World Wrestling Entertainment roster full-time. On November 8, 2007, Wilson was released from his WWE developmental contract. On November 1, 2008, Wilson, reusing his Jacob Duncan gimmick, returned to OVW for one night only to cause a surprise attack on Anthony Bravado.