To succeed on The Challenge a competitor must be smart, strong, politically savvy, or at the very least, lucky. Most competitors are average talents, and an unfortunate few perform poorly enough to earn a dubious honor (enter the Hall of Shame). But these competitors, the Hall of Fame class, have conquered The Challenge in one form or another, and they all share the most important quality: they know how to win.
Darrell Taylor is the OG Challenge champion. He’s the only player in the history of the show to win four seasons in a row, and longtime viewers still show him his due respect. Darrell is also a Golden Gloves champion (more on that in a bit) and is more fit at 40-years-old than many of the individuals chasing a challenge championship today.
The two qualities that propelled Darrell to his four championships are endurance and his ability to fly under the radar politically. Darrell is a competent competitor, but he’s never dominated a season (like Mike “The Miz” Mizanin or Landon Lueck), so he’s often able to slide to a final without making himself a target. That may not sound too impressive, but remaining out of elimination is most definitely an admirable skill. And when Darrell does find himself in a final, he pushes his team to win because he knows second place doesn’t count for anything. Darrell should have won five finals in a row, but when confronted by a drunk Brad Fiorenza on The Ruins, Darrell put his boxing training to use by beating the hell out of Brad. Production kicked them both off the show and Darrell lost his chance at an easy victory.
After The Ruins, the secret on Darrell was out. Wes and Kenny booted him off Fresh Meat II in the first elimination, and Cory Wharton purged him from Dirty 30 right when the game started. Darrell came close to a final again with Invasion of the Champions when he manhandled Zach Nichols and eliminated Johnny “Bananas” Devenanzio, but Chris “CT” Tamburello got the better of him in the final elimination.
There’s no way Darrell will ever catch up to Bananas’s seven championships (I wish he had the chance, but the casting department ignores too many old timers). If we’re fortunate, we’ll see Darrell kick ass in a final one last time. During Invasion of the Champions TJ Lavin asked Darrell about his motivation. Some people would say they’re fighting for their family or trying hard to be the best. Darrell said, “I’m here to win the money… ’cause I like winning money.” Did I also mention the dude is funny?