The Yak
The Yak
June 3, 2026

We Created A New Challenge That Is Sweeping The Office | The Yak 6-3-26

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Quick Read

The Yak crew introduces a new office challenge where staff attempt to squeeze through a giant 'D-hole' prop, sparking hilarious and sometimes painful results.
The 'D-hole' challenge quickly became a chaotic test of agility and pain tolerance for staff members.
Discussions ranged from 'bring back titties' to Oakley addictions, reflecting the podcast's eclectic and unscripted nature.
Interns are integrated into the show's antics, with one intern tasked with identifying who should be fired.

Summary

The episode kicks off with a birthday celebration for Kate, complete with a unique BLT-topped cake. The hosts then dive into a spirited discussion about a viral video featuring 'Penny Lane' and the cultural shift in appreciating different body types, advocating to 'bring back titties.' Big Cat reveals his growing Oakley addiction, sharing details of expensive purchases and a dedicated online forum. Intern Devin is brought on to discuss his 'rivalry' with Danny and his Kent State background, leading to a challenge for interns to fit through a large 'D-hole' prop. Several staff members, including Danny, Cody, Spider, and Hank, attempt the D-hole challenge with varying degrees of success and physical discomfort, creating a new office spectacle.
This episode showcases Barstool's unique, irreverent office culture, where spontaneous, physical challenges and unfiltered commentary drive content. It highlights how internal dynamics and absurd competitions become central to their brand, engaging audiences through relatable (and sometimes cringeworthy) humor and a distinct 'anything goes' atmosphere.

Takeaways

  • The Yak crew celebrates Kate's birthday with a Burger King/BLT cake, sparking jokes about aging.
  • A viral video of 'Penny Lane' ignites a debate on body image, with hosts advocating to 'bring back titties' in pop culture.
  • Big Cat confesses to an expensive Oakley addiction, purchasing 'Fat Cats' sunglasses for $350 and following an online Oakley enthusiast forum.
  • Intern Devin is challenged to identify Barstool employees who 'shouldn't have a job,' initially naming Danny Conrad due to perceived meanness towards Mincy.
  • A new office challenge emerges: staff members attempt to fit through a large 'D-hole' prop, with Danny, Cody, Spider, and Hank successfully (and sometimes painfully) passing through.
  • Chef Donnie gets severely stuck in the D-hole, requiring assistance and expressing genuine panic, becoming a highlight of the challenge.

Insights

1The 'D-Hole' Challenge: A New Barstool Office Gauntlet

The podcast introduces a new, spontaneous physical challenge where staff members attempt to squeeze their bodies through a large, rigid letter 'D' prop. This quickly becomes a central segment, with various employees like Danny, Cody, Spider, and Hank trying to pass through, often with humorous struggles and physical discomfort. The challenge tests their agility and willingness to endure minor pain for content.

I've been staring at that Dhole all week. Man, it's a good question. []. Danny's successful attempt: Oh my god. You're perfect. I bet Danny Lance could do it. []. Chef Donnie's struggle: Oh no. That's going to hurt. Oh my god. It hurts so bad. []. Hank's success: Way to go, Hankle. you ankle. That was awesome. [].

2Cultural Commentary: The 'Bring Back Titties' Movement

Following a viral video of a model named Penny Lane, the hosts engage in a lively and opinionated discussion about changing beauty standards. They lament a perceived shift in focus from breasts to buttocks in popular culture and advocate for a "bring back titties" movement, framing it as a re-appreciation for a classic female form.

Holy [ __ ] that that chick Penny Lane, those titties were insane. []. They're the type of titties that that make you remember why it rocks to be a guy. []. Bring back titties. []. There was there was a stretch here where asses definitely ass just got some love for the first time. [].

3Big Cat's Secret Oakley Addiction

Big Cat reveals a new, expensive addiction to Oakley sunglasses, specifically vintage and rare models. He describes purchasing a $350 pair called "Fat Cats" and following a dedicated online Oakley enthusiast forum, highlighting a niche collecting hobby that he initially kept private from the wider audience.

I now have an Oakley addiction and I'm not even sharing it with anyone publicly except for Titus. []. I bought a new pair and I only sent it to Titus cuz I looked so [ __ ] good. []. No, they were like $350. []. These ones are called the fat cats. [].

Lessons

  • Foster an office environment where spontaneous, physical challenges and personal quirks are embraced as core content drivers.
  • Harness internal rivalries and distinct personalities to create unscripted, engaging content that resonates with a dedicated audience.
  • Actively seek out and highlight niche interests or unusual hobbies of team members, as these can become unexpected sources of compelling content.

Notable Moments

Kate's Birthday Celebration: The crew sings 'Happy Birthday' to Kate, presenting her with a cake topped with a Burger King burger and BLT, a humorous and unconventional gesture.

This moment sets an irreverent and playful tone for the episode, typical of The Yak's style, by subverting traditional birthday celebrations.

Intern Devin's 'Fire List' Challenge: Intern Devin is put on the spot by Donnie and Big Cat, asked to name Barstool employees who 'shouldn't have a job,' leading to an awkward but entertaining moment.

This segment highlights the show's willingness to create uncomfortable yet engaging content, testing new employees and leveraging internal dynamics for audience amusement.

Chef Donnie's D-Hole Ordeal: Chef Donnie attempts the D-hole challenge and gets severely stuck, experiencing genuine panic and requiring multiple people to help extract him, becoming the most dramatic and humorous attempt.

This moment exemplifies the chaotic and unpredictable nature of the challenge, providing peak entertainment through real-time struggle and physical comedy, reinforcing the 'anything goes' aspect of the show.

Quotes

"

"They're the type of titties that that make you remember why it rocks to be a guy."

Unidentified Host
"

"I now have an Oakley addiction and I'm not even sharing it with anyone publicly except for Titus."

Big Cat
"

"I love doing what I do. I just don't want to be here or with you guys."

Unidentified Host
"

"I think if I were Vaselined, I would be able to do it."

Unidentified Host

Q&A

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