ECONOMY & WORK
MONEY 101
NEWS
PERSONAL FINANCE
NET WORTH
About Us Contact Us Privacy Policy Terms of Use DMCA Opt-out of personalized ads
© Copyright 2023 Market Realist. Market Realist is a registered trademark. All Rights Reserved. People may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.
MARKETREALIST.COM / NEWS

Former 'Jeopardy' players who competed against Ken Jennings reveal how it went: 'He was a beast...'

In a Reddit thread, fans of the show gathered to share their experience of going up against Jennings.
PUBLISHED MAY 2, 2025
Screenshot showing Ken Jennings on Jeopardy! (Cover image source: YouTube/Jeopardy!)
Screenshot showing Ken Jennings on Jeopardy! (Cover image source: YouTube/Jeopardy!)

Before becoming the friendly host of "Jeopardy!" Ken Jennings was a legend of the game with 74 straight wins, a streak during which he crushed a lot of opponents. One of the questions that fans often have is about the contestants who lost out to Jennings back in those days. The answer to this emerged on a Reddit thread, where people shared their experience of going up against the "Jeopardy! G.O.A.T" in various games.

Screenshot showing Ken Jennings speaking to the hosts of
Screenshot showing Ken Jennings speaking to the hosts of "Inside Jeopardy!" (Image source: YouTube/Inside Jeopardy!)

During his original run in 2004, Jennings faced two different people each night, and by the end of his streak, he had racked up $2,520,700 in winnings for regular gameplay, which is the highest ever, according to the show's website. wondering what happened to the losers, one user asked, “Did anyone here face Ken Jennings? Is there anyone in this sub that went up against Ken Jennings in his original 75-episode run?” @DanielRLonergan18 on the show's unofficial forum. 

While the majority of the Redditors said they never faced Jennings, some said they played against the legend in different games. "I played him in a quiz bowl practice once. He smoked everyone on a tossup on the WWE Intercontinental Title. (I know not what you asked exactly, but I did play him in some form of quizzing, so it’s something!)" user @brosbeforetouhous wrote. 


Comment
byu/DanielRLonergan18 from discussion
inJeopardy

 

There was one user who did go up against him in a promotional event for the show and learned why he was the best player and the best host for the show, too. "Ken came out with a board game called "Can You Beat Ken" back when he finished his original run. I attended a promotional event and we got to play a 3-question game against him one-on-one. There is a reason he was a 74-day champion and I can't pass the test lol. About 20 years later, I brought the game piece with me to Jeopardy Live and was kind enough to sign it for me." @bluegambit875 claimed.


Comment
byu/DanielRLonergan18 from discussion
inJeopardy

 

Turns out, Jennings has a habit of playing quiz games and destroying his competition everywhere. "I actually went up against him in a team Quiz Bowl event at TCONA* (the Trivia Championships of North America) in....either 2012 or 2013. Interestingly enough, one of my teammates (and a friend) was Adam Villani, who had put up a valiant fight against Ken on Game 61 of his run (he would later end up doing quite well on 500 Questions)," @pyralspite74 mentioned. "Ken was a beast - a friendly beast to be sure, but a beast," the user added.


Comment
byu/DanielRLonergan18 from discussion
inJeopardy

 

Meanwhile, there was one Redditor who came close to facing off against Jennings on "Jeopardy!" "I ALMOST did. Taped in September 2004 - I think he lost maybe two weeks before my tape date. His final game aired in late November, mine aired in late December." @Glass-Guess4125 said. 

There was another user who claimed that they knew one of "Ken's Victims." "My roommate at the time went up against him. Said he was a great guy. Would love to see him back as part of a tournament of Ken's victims," @fac429 commented.


Comment
byu/DanielRLonergan18 from discussion
inJeopardy

 

Turns out, "Ken's Victims" is a real thing that existed back when Jennings was at the top. "Back when Sony had a chat room, many former contestants that lost to Ken started identifying themselves as 'Ken Jennings Loser'  by having a number they lost to (for example KJL#14). It was almost like seeing a club meeting in a chat room. I wonder how many are here in Reddit!" @QuaintMelissaK asked. 

MORE ON MARKET REALIST
While Toni Perrotta didn't land on the big prize, she got to drive home a Toyota sports car
5 hours ago
The Turkey Dinner Kit has got rave reviews from customers on social media already.
6 hours ago
The contestant, Liz St. Claire got close to taking home nearly $75,000.
1 day ago
The contestant, Emily bet $10,000 on the item and ended up losing everything.
1 day ago
Members on Instagram called out the retailer for the exorbitant prices of seafood.
1 day ago
While the trend in consumers isn't that alarming, the same for businesses can trigger harm.
1 day ago
With the average gas price falling to a record low of $3.02 per gallon, millions are taking to the road.
1 day ago
Harvey made it clear why he won't be seen at a T-Swift concert with one of his friends.
1 day ago
The player, Tanequa Ward looked set to win the big prize at a point.
2 days ago
CEO Ted Decker claimed the decline in demand for home improvements will likely continue through 2025.
2 days ago
A post on Reddit sparked concerns as a member claimed the retailer had completely moved to the app.
2 days ago
The contestant, Melissa Mosel got a raw deal with her category choice and letter picks.
3 days ago
Both McMillion and John Furner, the next CEO of Walmart, touted the retailer's success with AI.
3 days ago
A single batch of Jeni's Splendid Ice Cream bars contain undeclared allergens in them.
6 days ago
With rising food, energy, and healthcare costs, state leaders are calling out the trade policies.
7 days ago
Harvey said it in response to another player who came up with an awkward answer.
7 days ago
The player, Greg Swiszcz lost a Toyota on a puzzle that previously cost a player $100,000.
7 days ago
John Furner, who serves as the Walmart US CEO will be tasked with leading an AI push at Walmart.
Nov 19, 2025
The contestant Matt Lee drove home a brand new Toyota RAV4 Hybrid after his big win.
Nov 19, 2025