#2: Charlotte Flair
Charlotte Flair has wrestled at a total of three matches at SummerSlam. At SummerSlam 2015, she teamed with Paige and Becky Lynch (Team PCB), Team B.A.D. (Naomi, Sasha Banks, and Tamina), and Team Bella (Alicia Fox and the Bella Twins) in an elimination triple threat tag team match.
At SummerSlam 2016, Charlotte Flair got an upset victory over Raw Women's Champion Sasha Banks in the second match of their rivalry. Sasha Banks had previously defeated Charlotte Flair to become Raw Women's Champion on an episode of Raw.
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At SummerSlam 2018, Charlotte Flair defeated Becky Lynch and SmackDown Women's Champion Carmella in a triple threat match that she was shoehorned into. She stole Becky Lynch's moment and made her SummerSlam record 3-0.
#1: Finn Balor
Finn Balor has been a premier part of every SummerSlam event since he made his Monday Night Raw debut in 2016. At SummerSlam 2016, Finn Balor and Seth Rollins fought for the vacant Universal Championship. Finn Balor defeated Cesaro, Kevin Owens, and Rusev in a fatal-four-way match before defeating Roman Reigns to earn this opportunity. The Demon would be able to get the upset victory to become the first-ever Universal Champion.
At SummerSlam 2017, Finn Balor donned the Demon paint once again to fight Bray Wyatt after Bray Wyatt got the better of him multiple times. Finn Balor would get the victory against Bray Wyatt in a match between two supernatural forces.
At SummerSlam 2018, Finn Balor fought against Baron Corbin. Finn Balor surprisingly busted out the Demon paint and completely squashed Baron Corbin to make his SummerSlam record 3-0.