10 Biggest Regrets From The Undertaker's WWE Career

An iconic WWE career, but The Undertaker's 30 years ended with plenty of regrets.

The Undertaker
WWE

After teasing it for months, The Undertaker (seemingly) bowed out at Survivor Series, closing the book on what is arguably the greatest professional wrestling career of all time.

'The Demon of Death Valley' pretty much accomplished everything there is to accomplish in his three decades of dominance over WWE, winning multiple major championships, offering up an endless supply of classic matches (that will no doubt live on in the hearts and minds of fans forever) and enjoying a career that was nothing short of phenomenal.

It's a career that is probably as close to perfect as you're going to get in the wrestling industry, and yet even then, you can bet 'The Deadman' has some regrets - something he himself has acknowledged on both the WWE Network's The Last Ride docuseries and the abundance of interviews he has done as of late.

With that in mind, dust off your hat, put on that coat and let's go for one last ride down memory lane as we look back at the some of the things that even 'The Phenom' regrets about his legendary career...

10. Not Having A Longer Title Reign

The Undertaker
WWE.com

Throughout The Undertaker's lengthy career, he has held a WWE World Championship seven times - winning the WWE Title three times, the WWE Undisputed Title once and the World Heavyweight Title three times. Most of those reigns were well spread out throughout the first two decades of his career, with them ranging from six days to five months in length. However, 'The Deadman' reportedly would have liked to enjoy a much longer title reign.

In an interview with SPORF, 'Taker revealed that he wishes one of those reigns were a little longer, referring to the time in 2007 when he won the World Heavyweight Championship from Batista but had to surrender it 30 days later due to a bicep injury, adding that that reign was going to be an extended one.

Though he did win the title again the same time next year, it too only lasted 30 days (this time, for storyline purposes). He would finally enjoy a lengthier reign in late 2009 when he held the belt for five months, surpassing his 1997 reign as WWF Champion by only a few days when he lost it.

Lengthy title reigns can go on for a long time and it would have been amazing to see 'Taker enjoy one of them in 2007 when he was in the prime of his career.

Contributor
Contributor

Michael Patterson is an experienced writer with an affinity for all things film and TV. He may or may not have spent his childhood obsessing over WWE.