While Jeopardy! contestants often go viral for their lack of sporting knowledge, a contestant in Wednesday’s episode is definitely a fan.
Jake DeArruda, a three-day champion from Season 39, was back in Season 40 for the Tournament of Champions. His episode aired on Wednesday and during the interview segment, host Ken Jennings asked DeArruda a familiar question Tournament of Champions players receive. What did you do with the winnings?
DeArruda, who is originally from Vermont, had that answer ready to go.
“I was 23 when my games aired last year so I did what anybody under the age of 25 would do I promptly spent the check on sports gambling and women and alcohol.
“And by that, of course, I spent $20 on a college football pick’em that went horribly wrong, $20 to take my date and I to the top of the Gillette Stadium Lighthouse. And several four packs of hard cider to get through the awful Patriots season that I endured.”
How TOC player Jake DeArruda spent his original Jeopardy winnings.
"Sports gambling, women and alcohol…
"$20 on a CFB pick 'em…$20 to take my date and I to the top of the Gillette Stadium lighthouse…Several 4 packs of hard cider to get through the awful Patriots season." pic.twitter.com/tomPBOaJ5F
— Awful Announcing (@awfulannouncing) February 29, 2024
While DeArruda led after the Jeopardy! round, he finished in second place and therefore will not advance. DeArruda didn’t go home empty-handed on Wednesday, finishing with $5,000.
Still, while $5,000 will buy DeArruda plenty of hard cider, it may not be enough to sustain him for another season as bad as the one that the Patriots — and their fans — just endured.
[Photo Credit: Sony Pictures Television/Jeopardy!]

About Michael Dixon
About Michael:
-- Writer/editor for thecomeback.com and awfulannouncing.com.
-- Bay Area born and raised, currently living in the Indianapolis area.
-- Twitter:
@mfdixon1985 (personal).
@michaeldixonsports (work).
-- Email: mdixon@thecomeback.com
Send tips, corrections, comments and (respectful) disagreements to that email. Do the same with pizza recommendations, taco recommendations and Seinfeld quotes.
Recent Posts
TV and streaming viewing picks for June 13, 2026: How to watch World Cup Group matches
A big day in the FIFA World Cup with four matches spanning from coast to coast and Canada on Fox, FS1 and Telemundo as well as their streaming platforms.
2026 FIFA World Cup opening match scores record audiences for Fox, Telemundo
If the viewership for the opening match of the 2026 FIFA World Cup is any indication, Fox and...
Knicks’ historic NBA Finals comeback garners biggest Game 4 audience since 1998
Compared to last year’s lackluster NBA Finals audience, Game 4 increased by 123%.
Clint Dempsey torches Jesse Marsch over anthem comments: ‘Not going to take advice from someone who switched to the other side’
"Man, I can't take this guy too seriously."
DOJ approves Paramount’s $111 billion acquisition of Warner Bros.
"The Paramount-Warner Bros. deal has reeked of corruption and influence-peddling. This fight isn’t over."
Monica McNutt clarifies Taylor Swift comments: ‘I have not seen her all season’ at MSG
McNutt also challenged the fan and media reaction to the joke about Swift's loyalties, which she said made her out to be 'racist' toward the pop star.