#1. WWE CBO Stephanie McMahon - Shane McMahon

Stephanie and Shane McMahon are probably the most famous brother-sister in WWE history. They have played many roles over the years in their father's company, both on-screen and backstage. They have also wrestled side by side.
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Shane's debut match came against Mankind on Monday Night RAW in December 1998. He lost it by disqualification. A little less than a year later, Stephanie had her first match when she teamed up with Test to defeat Debra and Jeff Jarret in a mixed tag team match on RAW.
Stephanie won the Women's Championship by defeating Jacqueline in only her second match in March 2000. The Billion Dollar Princess lost her title five months later to Lita and never won a championship again in WWE.
Shane is a former champion as well. The 51-year-old held the European Championship, Hardcore Championship, and the SmackDown Tag Team Championship. He also won the WWE World Cup in 2018.
The brother and sister teamed up once in July 2000 to face Lita and The Big Show but lost the match by disqualification. Stephanie is currently the Chief Brand Officer of WWE, while her brother works in production.