#2. Did not retire from WWE on his own terms: The Rock

The Rock might be a questionable addition to the list, but the reality is that WrestleMania 29 was never supposed to be his final match for WWE. On paper, his six-second win over Erick Rowan in the co-main event of WrestleMania 32 was his final match. But being more realistic, some circumstances forced his retirement.
By 2013, The Rock was already a big name in Hollywood. He had to face his own set of struggles post his WWE career, but his career in the silver screen was finally coming to fruition.
He had two back-to-back WrestleMania main events in 2012 and 2013 against John Cena. In the second bout, The Rock's abdominal and abductor tendons tore from his pelvis.
The Rock later admitted himself that he "quietly retired."
“Yes, I do…I quietly retired from wrestling because I was lucky enough to have just a really wonderful career and accomplish what I wanted to accomplish, but there’s nothing like a live crowd, a live audience, a live microphone as you both know.”
The Rock once stated on Twitter that he was approached to face Brock Lesnar at WrestleMania 30 and Triple H stated that he was supposed to face The Rock in the main event of WrestleMania 32.
Ultimately, none of those panned out, and The Rock, despite missing wrestling, had to call it quits on his in-ring career against his own wishes.
#1. Retired from WWE on his own terms: The Undertaker

The Undertaker is a Superstar whose legacy in WWE is unmatched. While there have been many all-time greats over the generations, none have lasted the test of time the way The Undertaker is.
It's hard to argue against The Undertaker being the greatest character in WWE history. Though his 2014-2019 run saw fans desperately plead for his retirement, he decided to continue past his prime.
Despite this, he ended his career on a high. His final match in WWE was a cinematic one at WrestleMania 36, defeating AJ Styles in the incredibly entertaining Boneyard match.
WWE's respect for The Undertaker meant that he would continue when most signs indicated that he shouldn't have. But after The Last Ride documentary, he announced that he had no desire to return to the ring for WWE.
And at Survivor Series 2020 - 30 years after his WWE debut, he said his final farewell, putting an end to his three-decade-long career. He got to end his WWE career on his own terms.