10 WWE Superstars who headlined consecutive SummerSlam events

#7 The Undertaker (Summerslam 1997 & 1998)

#SummerSlam '97. @BretHart vs. The @undertaker. Special guest referee @ShawnMichaels.Doesn't get much more legendary than that. #WWETheBump pic.twitter.com/3Z8DXYlNFs

— WWE’s The Bump (@WWETheBump) August 14, 2020

It would be another six years before another WWE superstar main evented back-to-back Summerslam pay-per-views. The Undertaker headlined his first summer spectacle in 1994 when he faced the "Fake" Undertaker. Three years later, The Undertaker came into the event as the WWE Champion.

The Deadman defended his title against Bret "The Hitman" Hart. To make sure there was a decisive winner, WWE named Shawn Michaels the special guest referee. This proved to be a huge mistake. The animosity between Shawn and Bret was firmly established, so if Michaels didn't call this matchup down the middle, he would have never been allowed to compete in the United States again.

The #Undertaker and @steveaustinBSR went down the HIGHWAY to HELL on this day 20 years ago at #SummerSlam! https://t.co/rZFTEVZik6 pic.twitter.com/OBr3TdJSEy

— WWE Network (@WWENetwork) August 30, 2018

It was Shawn Michaels who helped Bret Hart walk out of the 1997 Summerslam with the WWE Championship. Bret spit in Shawn's face and Michaels reacted by swinging the steel chair that Hart wanted to use, nailing Taker for The Hitman to get the pin. This set up a legendary feud between The Undertaker and Shawn Michaels that led to the first Hell In A Cell Match.

Taker was right back in the main event of the following year's Summerslam. The Undertaker faced Stone Cold Steve Austin for the WWE Championship at the culmination of Highway To Hell at Madison Square Garden. Austin beat Taker to retain the WWE Championship. The Undertaker went on to headline this event again in 2008 and 2015.