In this episode of 2 Bears, 1 Cave, Tom Segura and Bert Kreischer discuss Shane Gillis's recent controversial joke and his return to SNL. They explore how context, the comedian's identity, and social media platforms shape public reaction to comedy, arguing that critiquing a joke shouldn't condemn the person behind it. The hosts also examine the appointment of White House Press Secretary Katie Zachariah, questioning her credentials and predicting a brief tenure based on her performance and background.
Beyond these current events, the conversation shifts to celebrity encounters and personal reflections. Bert shares stories about meeting Mark Zuckerberg and praises Chris Distefano's charisma, while opening up about his struggles with approval-seeking behavior rooted in his relationship with his father. Through therapy, Bert has learned to accept internet criticism as part of fame and has improved his personal relationships, ultimately defining his desired legacy as simply being remembered as someone who brought joy to others.

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Tom Segura and Bert Kreischer discuss the controversy surrounding Shane Gillis's recent joke, examining how comedy is interpreted, the responsibilities of comedians, and how social media shapes public reaction.
Segura opens by validating concerns about jokes involving sensitive topics like misogyny, acknowledging these conversations are legitimate. However, he argues that multiple things can be true at once: the joke can offend some without defining who Shane Gillis is as a comedian or person. Segura emphasizes that one controversial moment doesn't reflect Shane's entire talent or character, describing him as genuine, grounded, and caring—someone who loves his family and is thoughtful in private interactions.
Both hosts note how context and the comic's identity change perception. Segura suggests that if female comedians like Nikki Glaser or Jessica Curson made the same joke, it would be received differently. Bert clarifies that Shane's joke centered on him being caught looking at someone, not making a blanket insult about women—the controversial word was just a device to reach the punchline. Segura observes that internet fixation turned the clip into a vehicle for people to express their own interpretations across social platforms.
Both hosts emphasize that critiquing the joke shouldn't condemn the person. Segura reiterates that Shane excels at stand-up, acting, sketches, and podcasting, describing him as "one of our best" with legitimate range. Kreischer expresses unwavering "ride or die" support, believing Shane is upset at how his joke was taken out of context to polarize people online. Bert notes that moments like this highlight how public platforms amplify controversy, with daily content creators using such incidents to generate engagement for days.
Katie Zachariah's appointment as White House Press Secretary immediately draws attention for reasons beyond her professional experience. The hosts discuss her appearance at length, with Bert repeatedly expressing excitement about finding her workout photos on Instagram. Much of their discussion revolves around her looks, overshadowing her role and responsibilities. At her first press conference, Segura describes Zachariah as nervous and struggling with prepared remarks, questioning her broadcasting background.
Doubts deepen with scrutiny of Zachariah's credentials. Segura points out she failed the California Bar Exam before moving to China, and when questioned about bar credentials, she initially claimed to have passed the bar in China—impossible since mainland China's bar exam is reserved for Chinese citizens. She has called herself a lawyer on Fox News and social media despite never becoming a practicing attorney, which the hosts mock as highlighting the disconnect between her statements and actual qualifications.
Given her shaky debut and questionable credentials, Segura predicts her tenure could be less than six months. He notes the press secretary position requires savvy, articulate media handling and deep policy knowledge—attributes Zachariah appears to lack. The conversation pivots to the surreal political atmosphere, with Bert suggesting the White House has become highly accessible and musing "we're living in a fever dream right now." They discuss how Trump and advisors debated livestreaming the Fort Hood shooter's execution, using this as an entry point to reflect on societal appetite for spectacle and unpredictable decision-making.
Bert describes meeting Mark Zuckerberg at a UFC fight, noting his surprise that Zuckerberg recognized him. During their chat, Bert found Zuckerberg casual, fun, and down-to-earth—contradicting the widespread image of him as socially awkward. Segura brings up a viral video of Zuckerberg trying Guinness, with both hosts laughing at his visible discomfort, reinforcing how billionaires often appear awkward in relatable settings.
Bert praises comedian Chris Distefano's charisma, recalling how he charmed Rachel Ray so effectively during "Something's Burning" that she invited him and his wife to her Tuscany home after just an hour. Bert contrasts this with Mark Normand's approach, observing that while Normand is charming, he prioritizes jokes over human connection. The conversation reveals that genuine charm, willingness to connect, and depth of experience are what make certain public figures magnetic and memorable.
Bert candidly shares that his lifelong need for approval stems from seeking his father's validation. Through therapy, he's recognized this drives much of his behavior. He confesses, "I want people to like me and it sucks," acknowledging this trait has both fueled his career and contributed to personal suffering. Bert notes this isn't unique among comedians: "We would not be on stage performing comedy if we didn't care what people thought."
Bert recounts a plane encounter where a woman searched his name and immediately found a video titled "the most hated man on the internet." When she asked what he'd done, Bert could only say he'd done nothing wrong. He observes there's a "whole arm of the internet" devoted to making provocative videos for views, regardless of damage to reputations or mental health.
Despite constant criticism, Bert takes a tolerant view. He acknowledges that people who create negative videos about him are often skilled: "If I'm a thing that you can make rent off of, and I'm making rent... so be it." He's never issued strikes or asked anyone to take down content, accepting it comes with public life. Bert believes the more famous one becomes, the greater the criticism: "If you can't deal with it, get the fuck out."
Therapy has helped Bert understand his approval-seeking and improved his relationships. He practices "goodwill listening," which quiets his inner dialogue and allows him to genuinely hear others, particularly his wife. At 54, Bert describes himself as in the best shape of his life, running three miles and lifting weights regularly. When considering his legacy, Bert says, "If I get remembered at all, if anyone ever remembers me and goes like, God damn, that Bert was a good time. I did my job"—prioritizing being a source of joy and entertainment above all else.
1-Page Summary
The controversy surrounding Shane Gillis and his recent joke is thoroughly discussed by Tom Segura and Bert Kreischer, who examine the complexities of interpreting comedy, the responsibilities of comedians, and how public reaction is shaped by context and social media.
Tom Segura opens by acknowledging that people are entitled to strong feelings when it comes to jokes about sensitive topics like misogyny or women's treatment, validating concerns about the way women are spoken about and portrayed in society. He believes these conversations are legitimate and important. However, Segura also asserts that multiple things can be true at once: the joke can be offensive to some, but that doesn't mean it fully captures who Shane Gillis is as a comedian or as a person.
Segura separates broader social concerns from judgments about character. He emphasizes that the specific joke under scrutiny doesn't reflect Shane’s entire comedic talent or his true nature. Instead, Segura describes Shane as a good, genuine, grounded, and caring person—someone who loves his family and friends and is thoughtful and sensitive in private interactions. He wants listeners to remember that one set or clip does not encapsulate Shane’s comedic skill or his character, and it is unfair for people to judge his talent solely on the basis of a single controversial moment.
Tom Segura and Bert Kreischer both point out how context and the identity of the comic change the perception of jokes. Segura says that if a female comedian made the same joke about gym attire, the response would differ. If comedians like Steph Tolive, Nikki Glaser, or Jessica Curson had discussed the same topic, it would be received with more acceptance or perhaps even appreciation for the perspective, as society often listens differently when the source belongs to the group in question.
Bert observes that much of the backlash comes from misunderstanding or deliberate focus on the wrong aspect of the joke. He clarifies that Shane’s joke centers on him being caught looking, not making a blanket insult about women. The controversial word was a device to reach the punchline, but the uproar has made people believe Shane was making a broad negative statement about women in general, rather than telling a story about his own embarrassment.
Segura notes that the internet’s fixation turned the clip into a vehicle for people across social platforms to post content and express their own interpretations, with many individuals acting as though the joke was directly about them, when it clearly described a particular situation.
Both Segura and Kreischer make it clear that critiquing the joke should not equate to condemning the person. Segura reiterates that Shane is not just a one-dimensional comedian—he excels at stand-up, acting, sketches, and podcasting. He’s described as a "really funny dude" and "one of our best" with legitimate range and talent, none of which is represented by one isolated set or joke.
Kreischer expresses unwavering support for Shane, describing himself as "ride or die" for him and emphasizing their long friendship. He believes Shane is likely up ...
Shane Gillis's Snl Controversy and Defense of Comedians
Katie Zachariah’s appointment as White House Press Secretary immediately draws focus for reasons beyond her professional experience. Bert Kreischer takes to social media, eager to find her Instagram and especially interested in her workout and gym photos, repeatedly expressing excitement each time he finds one. The hosts discuss her appearance at length, describing her as beautiful and “hot,” with Bert enthusiastically declaring support for her regardless of her qualifications or public speaking ability. He follows, likes, and sends her a direct message, eager to invite her onto his podcast. Much of their discussion revolves around her looks, overshadowing her role and responsibilities.
At her first press conference, Zachariah’s performance raises concerns about her ability. Tom Segura describes her as nervous and struggling while reading her prepared remarks and questions her background in broadcasting. Segura suggests nerves are understandable but stresses her evident difficulty with public speaking is notable for someone in such a prominent role. Bert jokes that while her speaking skills aren’t great, he still supports her, reiterating that her appearance and persona seem to take precedence over competence for some observers.
Doubts about Zachariah’s suitability for the role deepen with scrutiny of her credentials. Tom Segura points out that after graduating, she failed the California Bar Exam before moving to China with her husband. When asked about her bar credentials, she initially claimed to have passed the bar in China, but later attributed that answer to a misunderstanding caused by helicopter noise. In reality, the bar exam in mainland China is reserved for Chinese citizens, making her claim impossible. Zachariah, it is confirmed, failed the bar exam and never became a practicing lawyer in the United States.
Despite this, she has called herself a lawyer on Fox News and social media. Segura and Kreischer mock this, with Bert joking, “I’m a lawyer… and I’m an athlete,” highlighting the disconnect between her statements and her actual qualifications. These inconsistencies suggest either dishonesty or confusion, which further undermine her credibility as press secretary.
Given Zachariah’s shaky debut and questionable credentials, the hosts predict she will not last long in her appointment. Tom Segura suggests her tenure could be less than six, or even three, months. He notes that the position of press secretary is pivotal as the administration’s mouthpiece, requiring savvy, informed, and articulate media handling and deep policy knowledge. Zachariah’s perceived lack of these attributes marks a marked departure from the typical expectation for the role, strengthening their belief in her likely brief stay in the position. Bert jokes about how he thought appointments like this were for life but acknowledges this is a likely “quick shift.”
The conversation then pivots to the surreal and unpredictable atmosp ...
White House Press Secretary Katie Zachariah Critique and Political Events
Bert Kreischer and Tom Segura discuss unique moments involving celebrities and reflect on what makes public figures engaging or magnetic, from personal interactions with Mark Zuckerberg to experiences with comedians on set.
Bert Kreischer describes meeting Mark Zuckerberg at a UFC fight, noting his surprise that Zuckerberg recognized him. He suggests this familiarity might be because Zuckerberg frequently uses social media and may have seen Bert through algorithmic feeds. During their brief chat, Bert asked Zuckerberg about his watch, and was struck by how casual, fun, and down-to-earth Zuckerberg was—qualities contradicting the widespread image of Zuckerberg as socially awkward. Bert also introduced Zuckerberg to his wife, Leanne, and emphasizes the tech billionaire’s surprisingly approachable and “cool” vibe.
Tom Segura brings up a viral video of Zuckerberg apparently trying Guinness for the first time. Both hosts laugh at Zuckerberg’s visible discomfort while tasting the stout, interpreting his body language as inexperienced and awkward, possibly because it was indeed his first encounter with the beverage. This video leads them to reinforce the idea that, despite their immense power, billionaires like Zuckerberg often appear socially awkward and uneasy in relatable settings.
Bert shifts to praise comedian Chris Distefano’s charisma, recalling how Distefano joined Rachel Ray for an episode of "Something's Burning." Rachel Ray, often busy and brisk, was charmed by Distefano’s warmth and effort to connect. Bert points out that Distefano’s genuine interest and amiable approach worked so well that Rachel invited him and his wife to her home in Tuscany after just an hour—an extraordinary invitation ...
Celebrity Culture and Personal Encounters
Bert Kreischer candidly shares that his lifelong need for approval stems from seeking his father’s approval. He recalls a moment when his father, upon seeing a photo of someone they knew with a controversial figure, warned Bert not to do the same—advice Bert readily accepted, aware of its deeper implications. Through therapy, Bert has recognized that much of his behavior and motivation can be traced directly to his desire for validation from his father.
Bert openly discusses the pain of caring so much about what others think. He confesses, "I want people to like me and it sucks." He admits that this approval-seeking behavior is not unique among comedians: "We would not be on stage performing comedy if we didn't care what people thought." He recognizes the double-edged sword of this trait, as his need for universal approval has both fueled his career and contributed to personal suffering. In his efforts to address it, Bert says he is deeply involved in therapy.
Bert recounts a recent incident on a plane where a woman learned he was a comedian and searched his name online. The first result was a negative video titled "the most hated man on the internet," made by someone who regularly creates critical content about him. The woman immediately asked, "What did you do?" Bert, caught off guard, could only say he’d done nothing wrong. The experience underscores how quickly and powerfully internet criticism can shape public perception, sometimes entirely based on content made by people with no personal connection to him.
Reflecting on the incident, Bert observes there’s a "whole arm of the internet" devoted to making provocative videos just for views, regardless of the damage done to reputations or mental health. He notes these creators—whom he characterizes as trolls—often care little for truth or context, relishing chaos and attention over fairness or accuracy.
Despite the onslaught of criticism, Bert takes a strikingly tolerant view. He acknowledges that people who create negative videos about him are often skilled at their craft and receive considerable attention. "If I'm a thing that you can make rent off of, then I, and I'm making rent, I make pretty good rent and it's not affecting my life... so be it." Bert states he has never issued video strikes or asked anyone to take down content, no matter how harsh, accepting that it comes with public life.
Bert believes the more famous one becomes, the greater the criticism. He compares it to everyday ridicule anyone might face, suggesting that dealing with it is part of the price for staying in the public eye: "If you can't deal with it, get the fuck out. That's it. And I'm still here, I can deal with it."
Reflection on Approval-Seeking, Internet Criticism, and Therapy
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