Live EventSteven Cheah and Co Sweat Out Tampa Bay vs Kansas City | Barstool Gambling CaveWatch Now

Holly Told The Worst Story Of All Time On Jeopardy Tonight

I think at this point, Jeopardy is the only show I regularly watch on live television. I’m on Succession and Righteous Gemstones and all that, but I watch em through HBO Now, so they’re a little different to me, but I digress. Back to Jeopardy. I love it. As a community college dropout, getting 3 1/2 answers right (and having a good guess on Final Jeopardy) makes me feel like one of the great intellectuals on the planet. There’s one thing I HATE about Jeopardy, however…the contestant interviews.

I don’t think I’m breaking any news here when I say they’re horrendous, boring, and nearly always bordering on an uncomfortableness level that makes me want to crawl out of my skin. Every now and then we’ll get Trebek roasting somebody after one, which is great, and makes up for whatever bland anecdote the contestant told, but sheesh…most of the time, it’s just torture. Trent has talked about this before, but we actually try to have conversations during the interviews to avoid watching them.

Tonight, when Trebek made his way over to learn a bit more about the geeks competing, I was unfortunately alone, and unable to make conversation to bail me out of that moment, so I heard this story from Holly that brought my jaw straight to the floor. Once when she was 8, she had to draw a picture that described herself, and she drew tomato soup. That’s it. That’s the whole story. That’s the fucking story that Holly told on national television. When she applied to Jeopardy, she clicked the box that says “Tell us something interesting about yourself!”, and wrote-in: “Once, when I was 8, I had to draw a picture that described myself, and I drew tomato soup.”

Fucking unbelievable. Don’t tell that story, Holly.