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Ranking All Challenge Champions from the 30's Seasons

Who had the best winning season?

By Dylan DeckardPublished 9 months ago Updated 9 months ago 8 min read
Cara Maria Winning Vendettas / Photo by MTV

The thirties seasons of The Challenge had some crazy moments. It was the first seasons where we had people not from The Real World / Road Rules as international and CBS stars debuted. We had 19 Challenge Champions between 30. Dirty 30 and 39. Battle for a New Champion. This is a ranking of all of the winning seasons. This is not based on the players overall legend or the final but the winning season. We are going to start at the worst winning season at #18 and work our way up to the best at #1.

19. Camila Nakagawa - Dirty 30

Camila / Photo by MTV

Original Show - Spring Break Challenge

Daily Wins: 6

Elimination Wins: 2

Prize Money: $450,000

Looking at Camila's stats you would think she would be in the top 5 if you didn't watch Dirty 30. She probably would have been in the top 5 but this season caused Camila to be banned from the show. She went on a racist tirade against Leroy Garrett and then was brought back for a spin-off (Champs vs Stars) and punched a production assistant in the face and stole a golf cart.

18. Hunter Barfield - Final Reckoning

Hunter / Photo by MTV

Original Show - Are You The One? 3

Daily Wins: 1

Elimination Wins: 1

Prize Money: $0

Hunter came into the season late but he did dominate it politically with Team Young Buck and The Lavender Ladies alliance. He got to the final and won with his ex, Ashley Mitchell. This based on winning season not just final but Hunter didn't win any money in the final so he has to be this low on the list.

17. Rogan O' Connor - War of the Worlds II

Rogan / Photo by MTV

Original Show - Ex on the Beach UK 2

Daily Wins: 2

Elimination Wins: 0

Prize Money: $250,000

Rogan played a very scared game on War of the World II but it got him the win. I can't put him any higher than this because he really didn't run the game in any aspect; politically, strategically, socially, physically. He was just kind of there but he did help them win in the final and he got money.

16. Dee Nguyen - War of the Worlds II

Dee / Photo by MTV

Original Show - Geordie Shore 17

Daily Wins: 2

Elimination Wins: 0

Prize Money: $250,000

This was an interesting season for Dee after she came off of a amazing rookie season on War of the Worlds. She played this game with numbers and really didn't have to do much to get to the end. She got into some drama with Rogan O' Connor but that's about it. She carried herself in the final though and went into Total Madness with an ego that she shortly lost later due to her actions on X (formerly known as Twitter).

15. Emanuel Neagu - Battle for a New Champion

Original Show - Survivor Romania 1

Daily Wins: 3

Elimination Wins: 0

Prize Money: $250,000

This was a dominant win but it was against all non-champions. Emanuel also didn't see an elimination. If he would have proved himself against some champions as mercenary's than he might have been higher. He also didn't run this game like Jay Starrett did. I want to see Emanuel on another season with actual Challenge Champs to see how he does.

14. Amber Borzotra - Double Agents

Amber / Photo by MTV

Original Show - Big Brother 16

Daily Wins: 1

Elimination Wins: 2

Prize Money: $455,000

Amber won as a rookie on a mostly individual season. I know they had partners but they changed them so much you couldn't really rely on 1 person. She got 2 eliminations wins and won in a final against vets Kam Williams, Nany Gonzalez, and Kaycee Clark. Amber was the first Big Brother player to ever win The Challenge. She also didn't get carried by CT in the final as she was ahead of him for the endurance parts. She struggled a little bit strategically and politically but still won the game.

13. Jordan Wiseley - Dirty 30

Jordan / Photo by MTV

Original Show - The Real World: Portland

Daily Wins: 3

Elimination Wins: 1

Redemption Challenge Wins: 1

Prize Money: $450,000

Jordan got into a little bit of a mess this season with Jemmye Carroll but for the most part he stayed pretty chill. This season was filled with drama with Camila Nakagawa, Aneesa Ferreira, Cara Maria Sorbello, Kailah Casillas-Bird, Jenna Compono and more. I'm surprised they let Jordan skate to only 1 elimination. He absolutely dominated the final but the season wasn't as dominating.

12. Chris "CT" Tamburello - War of the Worlds II

CT / Photo by MTV

Original Show - The Real World: Paris

Daily Wins: 1

Elimination Wins: 0

Prize Money: $250,000

CT had one of if not the best single move in the 30's when he saved Tori Deal at the last daily challenge from going in and he threw two members of Team USA into elimination with Nany Gonzalez losing to Ashley Mitchell. CT played a low-key game all season though and just kind of rode the backseat to Paulie Calafiore, Cara Maria Sorbello, and Kam Williams gameplan.

11. Devin Walker - Ride or Dies

Devin / Photo by MTV

Original Show - Are You The One? 3

Daily Wins: 2

Elimination Wins: 1

Prize Money: $386,000

Devin's progress in the 30's season has been something great. Ride or Dies was his season to shine though. He had one of the best partners he could have had especially in the final but he definitely carried his own especially with puzzles and eating.

10. Tori Deal - Ride or Dies

Tori / Photo by MTV

Original Show - Are You The One? 4

Daily Wins: 2

Elimination Wins: 1

Prize Money: $386,000

This is Tori's first Challenge Championship. She started the season off rough with being thrown into an elimination against her friend, Kailah Casillas-Bird. Then her ex-fiancee joined the game with her best friend (Jordan Wiseley and Aneesa Ferreira respectively.) She ended the game on top winning 5 dailies and killing it in the final.

9. Chris "CT" Tamburello - Double Agents

CT / Photo by MTV

Original Show - The Real World: Paris

Daily Wins: 1

Elimination Wins: 1

Prize Money: $450,000

This was also a dominant win by CT. He was able to choose his elimination and go against Josh Martinez. "Give me the goof" became a saying among everyone in The Challenge community. He's a little lower because he was struggling in the final and was having a hard time keeping up with his partner Amber Borzotra.

8. Kaycee Clark - Spies, Lies, & Allies

Kaycee / Photo by MTV

Original Show - Big Brother 20

Daily Wins: 6

Elimination Wins: 1

Prize Money: $403,000

Kaycee dominated the dailies this season. She didn't even go into an elimination until the final when she went against her then girlfriend, Nany Gonzalez. Kaycee could have been higher but she didn't have a good showing in the final and had to go into elimination to be able to pick Chris "CT" Tamburello.

7. Turbo Camkiran - War of the Worlds

Turbo / Photo by MTV

Original Show - Survivor Turkey 8

Daily Wins: 6

Elimination Wins: 0

Prize Money: $750,000

If this was just based on physical game than Turbo would probably be #1. He won 6 dailies in a season and didn't have to see a single elimination. Turbo's strategic game wasn't the strongest though as he had issues with players like Nany Gonzalez towards the end and Hunter Barfield.

6. Jenny West - Total Madness

Jenny / Photo by MTV

Original Show - Survival of the Fittest

Daily Wins: 4

Elimination Wins: 2

Prize Money: $500,000

I was debating putting Jenny West at #2 on this list but her game became messy towards the end. If she either was target #1 like Jordan Wiseley for being a threat or played a strong political game and only went against Jenn Lee then she probably would have been #2.

5. Cara Maria Sorbello - Vendettas

Cara Maria / Photo by MTV

Original Show - The Challenge: Fresh Meat II

Daily Wins: 2

Elimination Wins: 0

Prize Money: $378,750

Cara Maria is the first solo winner of The Challenge. She had 2 daily wins and never saw an elimination which is impressive. She's a little lower on this list because of the mess she got in with Kyle Christie. She got into arguments with Marie Roda and Leroy Garrett over him.

4. Ashley Mitchell - Final Reckoning

Ashley / Photo by MTV

Original Show - The Real World: Key West

Daily Wins: 1

Elimination Wins: 1

Prize Money: $1,000,000

Ashley is the first female on this list. She also won the most money in a single season. Ashley isin't ahead of the 3 competitors in front of her because of how they won. There's an argument that Amanda and Zach played a better game until they couldn't agree and lost an elimination. If this was the final 10 minutes of a season Ashley would be #1 100%.

3. Johnny Bananas - Total Madness

Johnny Bananas / Photo by MTV

Original Show - The Real World: Key West

Daily Wins: 3

Elimination Wins: 2

Prize Money: $500,000

I think Bananas' best game in his entire Challenge career is Total Madness. Now I know some people think this season was rigged for him and it might have been but we have to go off of the understanding that it wasn't. He won 3 dailies and 2 eliminations against Challenge Champs (Wes Bergmann and Rogan O' Connor). He ran the game politically and didn't have to get messy. An example is Wes kind of got blamed for the Jordan vs Fessy elimination. He also completely killed the final. It might be his last Challenge Championship but it's a good one to go off on.

2. Chris "CT" Tamburello - Spies, Lies, & Allies

CT / Photo by MTV

Original Show - The Real World: Paris

Daily Wins: 5

Elimination Wins: 0

Prize Money: $400,000

CT is going to be on this list a lot. He won 3 times between season 31 and 39. Spies, Lies, and Allies was his best win though. He completely ran the game. He won 5 daily challenges and didn't have to see any eliminations. It makes no sense to me that they didn't send the #1 competitor on that season into an elimination at all.

1. Jordan Wiseley - War of the Worlds II

Jordan / Photo by MTV

Original Show - The Real World: Portland

Daily Wins: 2

Elimination Wins: 2

Prize Money: $250,000

This has to be #1. This might be the best win of all-time. Jordan's speech against Leroy Garrett saying "I'm going to go to the other team and kick your ___" is so iconic because he went and did just that. He was constantly target #1 and found a way to get himself and his then fiancee' Tori Deal to the end. I know Tori didn't win but Jordan did and for that he will always be #1 in the 30's.

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About the Creator

Dylan Deckard

Chillin with Dylan Podcast on all podcast platforms.

Charleston, South Carolina

@thedylandeckard on Instagram

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