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#5 Ashley Massaro
Ashley Massaro joined WWE in 2005 after winning that year's RAW Diva Search competition. She feuded with the likes of Candice Michelle and Torrie Wilson after becoming a member of the Red brand and even joined forces with WWE Hall of Famer Trish Stratus to battle the duo.
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Massaro was moved to SmackDown in 2006 after returning from injury, and the following year, she was suspended indefinitely after accidentally spilling coffee on Vince McMahon.
She also took part in the reality competition TV show Survivor: China in 2007, but she was voted off six days later and returned to WWE before being released in 2008. She made a brief return to the squared circle in 2017 by taking on former Divas Champion Jillian Hall in an independent promotion.
On 16 May 2019, Ashley Massaro passed away, 10 days before her 40th birthday.
