In this episode of 2 Bears, 1 Cave, Bert Kreischer and Tom Segura discuss the evolution of stand-up comedy and the challenges of developing new material. Bert shares his recent breakthrough in Philadelphia and reveals how family pressures are influencing his touring decisions, while Tom reflects on how modern comedy has shifted away from character-driven storytelling. The conversation touches on navigating empty nest life, dealing with public perception and social media anxiety, and the work Bert is doing in therapy to let go of approval-seeking.
The episode also covers film industry topics, including Tom's analysis of a recent box office failure and what makes audiences connect with movies. Bert and Tom discuss fitness routines, including Bert's plans for a 24-hour experience at Mark Wahlberg's house. The conversation takes unexpected turns into animal facts, exploring dangerous instincts in tigers and lions, and Bert shares a personal story about a close call with his daughter at a theme park.

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Bert Kreischer and Tom Segura discuss the evolution of stand-up comedy, sharing insights on material development, industry changes, and career decisions.
Bert describes a breakthrough moment in Philadelphia where his scattered material finally coalesced into a unified hour, with the first 30 minutes flowing perfectly. After struggling to develop new material in large arenas, he now plans to pause working on this polished set and focus on developing new material for a special recording in about a year. Tom notes that refining new material typically takes six to nine months of touring, though Bert's current hour took longer than expected.
Tom observes that modern comedy has declined from character-driven storytelling to shock value and set pieces. Bert agrees, characterizing contemporary comedy as a "belly flop contest" where controversial content wins attention regardless of craft. Tom notes that director-led comedies once benefited from singular creative visions, but now suffer when too many voices dilute the comedic focus.
Bert reveals that family pressure is influencing his touring decisions. His wife, Leanne, questions whether he envisions touring intensively into his 50s and 60s, with the family preferring to relocate to Los Angeles and have him stay home. Despite wrestling with these conflicts in therapy, Bert prioritizes stand-up over podcasting and broadcasting, consistently saving his strongest material for the stage where he finds the greatest fulfillment and connection with live audiences.
After their daughters left for college, Bert and Leanne entered couples therapy to navigate life as empty nesters. In therapy, they're practicing "Goodwill listening" to strengthen their marriage. Bert expresses frustration with media coverage, worrying about how his daughters will react to seeing their family discussed in outlets like People magazine. The transition has forced him to reflect on his future and what he truly wants outside of family responsibilities and the comedic material his family life once provided.
Bert admits experiencing deep anxiety when reading social media comments, preventing him from engaging freely with fans on Instagram. He recounts searching for a photo of himself with Dolly Parton and being confronted by negative comments and unflattering images, which left him regretful. Despite his internet notoriety, he notes no one has ever criticized him in person. Tom reassures him that most celebrities are shielded from direct criticism, though exceptions exist. Bert identifies his main flaws as being "annoying" and "not listening," issues he's actively addressing in therapy.
Drawn to simpler lifestyles showcased on Instagram, Bert longs for less stress and scrutiny than his high-profile career brings. He envies comedians like Shane Gillis, Tony Hinchcliffe, and Joe Rogan who appear genuinely indifferent to criticism. His current therapy focuses on letting go of approval-seeking and dismissing negativity to concentrate on his primary goal—making people laugh.
Tom discusses "Didi," directed by Alejandro González Iñárritu and starring Tom Cruise, which launched with a massive $160–180 million budget but earned only eight million domestically and 20 million worldwide in its opening weekend, positioning it for approximately $245 million in losses. Despite its commercial failure, Tom highlights the film's exceptional production scale—680 crew members and over 160 artists—with remarkable cinematography and design visible on screen.
The film's marketing mismatched its content: audiences expected a Tom Cruise action movie but encountered an eccentric, message-heavy satire about an oil tycoon facing environmental disaster. Tom argues the film excels in storytelling and visuals, predicting it will achieve lasting appreciation despite its initial failure. He strongly encourages serious film enthusiasts to see it theatrically, believing it will become more celebrated with time.
Tom argues that successful releases require audiences to emotionally connect with characters and narratives, not just shock value or controversy. He observes that modern comedies have lost box office impact by abandoning character-driven storytelling, explaining why few recent comedies are discussed among great films. Genuine connection and well-drawn characters remain essential for creating memorable hits.
Bert describes a challenging workout where he alternates between bench presses and push-ups with increasing reps and no rest. Starting with one rep of 135-pound bench press and one push-up, he adds a rep each round. Bert completed nine rounds successfully but got gassed on the ninth push-up, then got pinned on the seventh bench press rep of the tenth round. He mentions performing "black guy push-ups"—tricep-focused variations he claims are better for the body with less shoulder stress.
Bert discusses plans for a 24-hour experience at Mark Wahlberg's house with Rob Lowe, starting at 3 a.m. for an hour of prayer followed by a workout at Wahlberg's private gym. To adjust to the early wake-up, Bert plans to go to bed at 7 p.m., joking he'll bring [restricted term] to ensure sleep. He's uncertain how much time he'll spend with Wahlberg beyond the fitness routine, thinking he may golf with Rob Lowe or nap afterward.
Bert and Tom marvel at extraordinary animals that seem almost too incredible to be real. They discuss ligers—massive hybrids of lions and tigers that aren't naturally occurring—and narwhals, Arctic whales with long spiral tusks that Bert finds unbelievable. The conversation turns to pygmy hippos when Bert dreams about owning a 20-pound hippo. Tom explains that pygmy hippos, while smaller and more reclusive than standard hippos, are born at 10 to 14 pounds but grow up to 160 pounds and carry a fierce, dangerous bite.
Tom describes tigers' lethal hunting instincts, explaining they attack prey the moment it stops making eye contact. Even experienced keepers are at risk when they turn away, as tigers see them as prey instantly. In contrast, lions recognize handlers over time and are less likely to attack without provocation. Tom notes that Indian villagers wear masks on the back of their heads to deter tiger attacks by creating the illusion of constant eye contact. Bert adds a personal story of a tiger at a California theme park that instantly tried to leap at his infant daughter Isla when she turned her back, stopped only by a barrier.
1-Page Summary
Bert Kreischer and Tom Segura discuss the craft and business of stand-up comedy, contrasting the experience of molding new material with the evolving landscape of the comedy industry and personal challenges that affect touring and career direction.
Bert describes a breakthrough moment in Philadelphia, where his material finally coalesces into a unified, fulfilling hour. He explains the deeply satisfying process of having various pieces come together smoothly, making the first 30 minutes flow perfectly during two consecutive shows. This feeling, he says, is the essence of why he pursues stand-up. Bert notes that although he previously felt his set was staccato and scattered—a problem compounded by trying to work out new material in large arenas—a breakthrough brought his hour together. Now, he plans to pause work on this polished set to avoid oversaturating it, focusing instead on developing new material ahead of a special recording in about a year.
Tom adds that refining new material typically takes six to nine months of touring before it reaches its peak. Bert agrees but notes that this particular hour took him longer than expected to develop, describing the struggle to harmonize the material and the challenge of evolving it before it finally worked.
Tom observes a decline in modern comedy films, arguing that the best comedies—from the 1980s through the early 2000s—were driven by character and story, whereas today’s comedies are centered on set pieces, gags, and shock value rather than narrative investment. Bert points out that the current comedy landscape rewards controversy, with comedians often saying provocative, outrageous, or offensive things to garner attention and viral moments. He characterizes contemporary comedy as a “belly flop contest,” where the most extreme or controversial content wins attention, regardless of sincerity or craft.
Tom further notes that director-led comedies once benefited from a singular creative vision, but current comedies suffer when too many voices dilute the comedic focus, making collaborative projects less potent.
Bert reveals that family pressure is influencing his touring decisions, sharing that his wife, Leanne, questioned the wisdom of investing in a new tour bus given the possibility of retirement. She challenges him on whether he envisions still touring intensively into his 50s and 60s, suggesting the rest of the family would prefer to relocate to Los Ang ...
Comedy Careers and Stand-Up Development
After their daughters left for college, Bert Kreischer and his wife Leanne entered couples therapy to navigate their new life as empty nesters. The shift left them adjusting to a home no longer filled with the bustle of their children, prompting both to seek ways to reconnect. In an interview with People magazine, Bert discusses the lesson they are practicing in therapy, known as "Goodwill listening," to strengthen their marriage. Although Bert is initially unsure he mentioned this in the interview, the article headline centers on this theme.
Bert expresses frustration with how the media sensationalizes and distills his quotes, often leading to anxiety about how his daughters will react to seeing their family discussed in public. He worries that they will dislike being mentioned in high-profile outlets like People magazine, and the coverage creates further stress about their perception and privacy.
In therapy, Bert explores his own wants and needs outside of societal expectations and family responsibilities. He questions what he truly wants from life now that his daughters are grown and his previous comedic material drawn from family dynamics is no longer as readily available. The transition has forced him to reflect on his future, career, and happiness beyond the predefined roles he's embraced.
Bert admits that he experiences deep anxiety and shame when reading social media comments, which prevents him from engaging with fans as freely as he'd like on Instagram. He recounts searching online for a picture of himself with Dolly Parton and being confronted by negative comments and an unflattering photo, an experience that left him regretful and further wary of reading about himself. Despite his internet notoriety and the criticism he faces online, Bert notes that no one has ever said anything negative to him in person.
Tom Segura reassures Bert that most celebrities are shielded from direct criticism, although Segura points out that there are exceptions, such as when he has witnessed people confront high-profile figures like Louis C.K. in person. Bert identifies his main flaws as being "annoying" and "not listening," acknowledging these are the reasons some people dislike him—issues he is actively wo ...
Personal Life and Relationships
"Didi," directed by Alejandro González Iñárritu and starring Tom Cruise, launches with a massive budget in the $160–180 million range, but earns just eight million dollars domestically and only 20 million worldwide in its opening weekend, putting it on track for an enormous loss of approximately $245 million. This financial performance positions "Didi" as a commercial disappointment out of the gate.
Despite its box office woes, Tom Segura highlights the film's incredible production scale. The crew included 680 people and over 160 artists and prop specialists, and the exceptional level of craftsmanship is visible on screen in the film’s cinematography and production design. While the artistry and technical execution are remarkable, the movie struggles to attract mainstream appeal. One underlying issue is a clear mismatch between the film’s marketing and actual content: audiences arrived expecting a high-octane Tom Cruise action movie, but instead encountered an eccentric, message-heavy satire about an oil tycoon facing an environmental disaster. This genre-bending, layered approach is characteristic of Iñárritu but diverges sharply from box office formulas meant to attract large, general audiences.
Tom Segura argues that "Didi" excels in storytelling and visuals and is a must-see for serious film enthusiasts. While he acknowledges that certain scenes overstay their welcome—remarking that some extended sequences are typical of Iñárritu’s in-your-face directorial style—he maintains that the movie’s scope and ambition make it significant. Tom predicts that "Didi" will achieve lasting appreciation and recognition as time passes, becoming one of those films that grow more celebrated with age and hindsight, despite its initial box office failure. He strongly encourages people who love movies to see it on the big screen, suggesting that its long life and eventual acclaim are inevitable.
Addressing what drives movie success, ...
Entertainment Industry Discussion
Bert Kreischer describes a challenging workout routine where he alternates between bench presses and push-ups with increasing repetitions and no rest between sets. The workout begins with one rep of 135-pound bench press followed by one push-up. In each subsequent round, he adds an additional rep for both the bench press and the push-up, moving seamlessly from one exercise to the next without any break.
Bert manages to complete nine rounds of the routine, successfully performing nine bench presses and nine push-ups. He admits that the ninth push-up was particularly difficult and left him exhausted. On the tenth round, he reaches six bench press reps before getting pinned on the seventh and is unable to complete the ten push-ups for that round, marking the end of his attempt.
Bert mentions performing what he refers to as "black guy push-ups," which are essentially tricep-focused push-ups similar to the "diamond push-up." He claims this style is better for the body, placing less stress on the shoulders and more on the triceps compared to traditional Marine Corps push-ups. He notes that his push-up form might face criticism but stands by the effectiveness and comfort of the tricep-focused variation.
Bert discusses plans for a 24-hour experience at Mark Wahlberg’s house with Rob Lowe. They intend to embrace Mark's famously rigorous routine, starting their day at 3 a.m. for an hour of prayer, followed by a workout session at Mar ...
Fitness Challenges and Physical Training
Bert Kreischer and Tom Segura marvel at the existence of extraordinary animals that seem almost too incredible to be real. Ligers, hybrids of lions and tigers, top their list—both express disbelief at their sheer size, describing them as massive and discussing how ligers are not naturally occurring but the result of artificial interbreeding. Bert points out that spotting a liger in person looks so unbelievable it could be mistaken for Photoshop.
The conversation turns to narwhals, which Bert identifies as another unbelievable real animal. He’s amazed that these Arctic whales with long, spiral tusks actually exist, and Tom confirms their reality, noting their unusual and surprising appearance.
Bert’s fascination continues when he begins dreaming about owning a hippo, specifically wanting one sized down to 20 pounds. The discussion leads to pygmy hippos, which, at birth, weigh just 10 to 14 pounds—much smaller than standard hippos, which are born at 55 to 121 pounds. Bert and Tom imagine how having such a small hippo could be more manageable than a full-sized one. Tom checks the facts, finding that pygmy hippos, though more petite and reclusive, still carry a fierce bite and can grow up to 160 pounds, making them less manageable than initially thought.
Bert admits that he would love to own a small, aggressive hippo in the 20-to-140-pound range, even as Tom warns him about the dangerous bite and predatory nature of hippos. Bert jokes about the escalating weight—starting with 20 pounds and quickly wishing for 100 and then 140 pounds—dreaming aloud about how great it would be to have a hippo pet at home, especially a pygmy one.
Tom explains that while pygmy hippos sound manageable, they still grow larger than most domestic pets and can be dangerous. The impracticalities are compounded by legal issues; Tom mentions that obtaining such exotic animals is illegal in many places, except under specific circumstances like running a zoo. Bert humorously suggests skirting the law, referencing the idea of acquiring pets from dubious black market sources and then getting rid of them as they mature—comparing it to the way some celebrities only date young partners.
Bert's tangents include the idea of owning a mini polar bear and starting a zoo, taking the notion of collecting exotic small animals to comedic extremes.
Random Tangential Discussions and Animal Facts
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