Every Season of The Challenge, Ranked: #43— Extreme Challenge

Location: Portland, Montreal, Boston, London, Hamburg, Prague, New York City, Los Angeles

Aired: 2001

Champions: Real World (Julie, Kameelah, Rebecca, Syrus, Jamie and Dan)

Overall Thoughts: It says a lot about how much I like The Challenge that I have Extreme Challenge so low in my rankings, because there’s a lot I enjoy with this season.

With great missions, a solid cast and several big moments, Extreme Challenge has a lot going for it.

But the star of this season is one of my least favorite castmembers of all time, so for me this season drops about five spots just because of how much I can’t stand James Orlando.

MEMORABLE MOMENTS

• The No Laughing Matter mission where the challengers were judged on their improv skills by the likes of Amy Poehler and Tina Fey
• Ayanna getting physical with Christian after he used the n-word, resulting in her getting kicked off
• Emily refusing to have a do-over in the Defying Gravity mission after Julie cheated
• James and Syrus fighting after James shot him…