Kara Drew

After becoming interested in wrestling, Drew worked on the independent circuit under the ring names Miss Kara and Kara Slice. She was assigned to WWE's developmental territory Ohio Valley Wrestling (OVW) in Louisville, Kentucky in 2005, to continue her wrestling training. While situated at OVW, she used the name Cherry Pie, and she was the manager of the group known as "The Throw-Backs" and later as "The Untouchables", consisting of Deuce Shade and Dice Domino. Cherry managed them to three reigns as OVW Southern Tag Team Champions.

After signing with WWE, the group were called up to the SmackDown! roster in January 2007, where the team underwent a name change to Deuce 'n Domino. Cherry managed the team to one reign as WWE Tag Team Champions. In April 2008 she made her WWE singles debut and parted ways with Deuce and Domino the following month. She continued working in singles and tag team competition, before being released from her WWE contract in August 2008.