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.

[2][6] Drew never thought she would get the opportunity to become a professional wrestler, but one of her co-workers was related to the founder and promoter of Stars and Stripes Championship Wrestling based in Nutley, New Jersey,[6] where she debuted under the ring name Miss Kara.

She was invited to attend Independent Wrestling Federation (IWF) shows by Kevin Knight and received an "up close and personal" look from a "behind the scenes" perspective.

[12] Drew used the ring name "Cherry Pie" and was the manager of the tag team The Throw-Backs, comprising Deuce Shade and Dice Domino, the latter of whom was her storyline brother, in OVW.

[1][15][16] Cherry betrayed Spears and Runnels, however, and helped Deuce and Domino win the OVW Southern Tag Team Championship.

On the April 20 episode of SmackDown!, Cherry was in the corner of Deuce 'n Domino when they won the WWE Tag Team Championship by defeating Paul London and Brian Kendrick.

[19][20] On the October 12 episode of SmackDown!, in a backstage segment, Jamie Noble revealed to Deuce and Domino that he had heard Jimmy Wang Yang making suggestive comments about Cherry.

[1] On the March 7, 2008, episode of SmackDown, Cherry competed in a Swimsuit Contest, along Maryse, Victoria, Eve Torres, and Michelle McCool.

[25] She made her WWE singles match debut defeating Victoria with a roll-up, following a distraction from McCool, on the April 18 episode of SmackDown.

[27] In a video posted to WWE's official website, she was dumped by Deuce and Domino for Maryse when they announced that they wanted nothing more to do with her after her unannounced departure from them.

[1] Thirteen years after the separation, Drew along with Treiber and Reiher have reformed the Deuce 'n Domino stable and now accept bookings on the independent circuit.