Holly began her professional wrestling career in WCW, where she also worked as a trainer. In 2000, Greenwald debuted in the then-WWF as part of the The Holly Cousins stable, an alliance of storyline cousins. She was later aligned with The Hurricane. During her time with the WWF/WWE, Holly held the WWF Hardcore Championship once and the WWE Women's Championship twice.
- New Dimension Wrestling Women's Championship
- World Professional Wrestling Federation Women's Championship
- WWE Womens Championship
- WWE Hardcore Championship