In this episode of 2 Bears, 1 Cave, Tom Segura and Bert Kreischer are joined by Ari Shaffir for discussions spanning comedy, sobriety, and business ventures. Bert shares stories about Tracy Morgan's influence on his comedy career and how Morgan's chaotic approach to morning television changed the game for comedians. The conversation also covers how modern comedians use traditional media appearances differently than in previous generations, prioritizing viral moments over conventional promotion.
Bert reflects on his six-month sobriety journey following a health scare, discussing both the unexpected ease of not drinking and his critique of sobriety culture. The episode also touches on Ari's storytelling show "the End" and its revival under new production, as well as Bert's vodka brand Porosos and the personal experiences that led him to start the business. Throughout, the group explores shifts in comedy culture, from the decline of network television relevance to new approaches for social bonding.

Sign up for Shortform to access the whole episode summary along with additional materials like counterarguments and context.
Bert Kreischer recalls his first meeting with Tracy Morgan as a young comic, when Tracy handed him what Bert thought was a misshapen joint but was actually a blunt—his first. Tracy joked, "Oh, you never smoked shrimp before?" at Madam X, a bar he frequented. Despite telling this story for years, Bert faced online claims that Tracy denied the event ever happened, making him hesitant to share it publicly.
Seeking validation, Bert arranged a meeting in New York with Tracy, potentially to film for Ari Shaffir's show "the End." Tracy not only confirmed the story but added his own recollections, performed stand-up bits, and gave Bert explicit permission: "You have permission to tell that story from now on, that's your story." The meeting was electrifying for Bert and Ari, creating a magical, full-circle moment despite scheduling conflicts preventing them from filming together.
Tracy Morgan fundamentally changed how comedians approach morning television through his chaotic, unpredictable appearances—derailing interviews with improvised stand-up, shirt removal, and wild declarations. Comedians like Mark Normand and Sam Morrell now routinely subvert morning show conventions, following the path Tracy paved with his disregard for mainstream norms. Tom Segura and Ari Shaffir note that Tracy's unique voice and commitment to authentic, boundary-pushing comedy has influenced generations of comics to embrace disruption and unpredictability.
Bert Kreischer began a six-month sobriety period after a blood clot traveled from his leg to his lungs, requiring blood thinners and no alcohol. Initially devastated about missing milestone events, Bert soon found sobriety surprisingly easy, saying "Not drinking is... It's not been hard. Not at all." After three months, his blood work showed his liver was healthier than in years. Looking ahead to July 12th when he can resume drinking, Bert contemplates ideal beach locations like the Cayman Islands for breaking sobriety, though he debates whether to have just one beer or go hard.
Bert is frustrated by algorithmic promotion of sobriety influencers who monetize their recovery, finding their presentations inauthentic and unreflective of real struggle. In contrast, he admires comedians like Nick Swardson who take quieter, more personal approaches to sobriety without making it their identity. Bert also defends alcohol as a valuable social lubricant, reminiscing about friendships and memorable moments sparked by drinking, and lamenting that younger generations might miss these connections in favor of wellness trends.
Ari Shaffir revived his acclaimed storytelling show "the End," now produced by Ymh Studios, featuring comedians like Nate Bargatze, Shane Gillis, and Ali Siddiq sharing true personal stories without exaggeration. Ari designed a unique compensation model where all comedians receive direct payment and share in backend earnings—episodes are available for $9.99 individually or $24.99 for the full season. Despite his efforts, production faced challenges including Bert's inability to participate after multiple attempts, Ronnie Diaz's knee surgery conflict, and Sean Patton's contract issues.
Tom Segura and fellow comedians reflect on how major networks like Comedy Central have faded in relevance, rendering traditional milestones like "booking a pilot" increasingly irrelevant. The group notes that morning television appearances no longer drive ticket sales, with Segura pointing out that "no one who's going to buy a ticket is watching the 7am news." Instead, comedians now use these appearances to create shareable clips rather than for genuine promotion.
Comedians like Mark Normand and Sam Morrell use morning television to deliver edgy, unexpected material—like abortion jokes during early morning hours—to generate memorable, viral moments rather than sell tickets. Daniel Tosh's approach of dominating radio interviews with prepared bits exemplifies this confrontational strategy, ensuring his comedic voice prevails over standard promotional formats.
Bert Kreischer expresses interest in low-dose cannabis products (five or 2.5 milligrams of THC) that mimic social drinking's rhythm, enabling repeated use throughout an evening without overwhelming intoxication. This reflects a broader consumer preference shift toward moderation and control, preserving the communal appeal of these rituals while avoiding their pitfalls.
Bert Kreischer and Tom Segura emphasize the exceptional quality of Porosos Vodka, which has won gold medals and features a proprietary distillation process. Bert's decision to start Porosos stemmed from his negative experience with Tito's Vodka, whose founder allegedly told him to "go fuck himself and stop drinking Tito's" after Bert sought a collaboration. Disappointed, Bert resolved to build a brand that welcomes partnerships. He promotes Porosos through grassroots efforts, personally delivering bottles to establishments that don't carry it and encouraging customers to request the brand at their local venues.
1-Page Summary
Bert Kreischer recounts his first meeting with Tracy Morgan, which occurred through their mutual friend Todd. Bert describes being a young comic, around 24 or 25, who was introduced to Tracy. The encounter is memorable for Bert because Tracy handed him what appeared to be a misshapen joint, which Bert realized upon smoking was actually a blunt—something he’d never experienced before. Tracy, recognizing Bert's confusion, joked, “Oh, you never smoked shrimp before?” and teased Bert for his inexperience. This interaction took place at Madam X, a bar Tracy frequented, and Bert vividly remembers Tracy’s personality shining through—all jokes, laughter, and unpredictable antics.
Despite Bert telling this story for years, the details became a point of contention online, with many claiming Tracy Morgan said the event never happened. Bert admits that these denials made him hesitate to tell the story publicly, insisting he didn’t want to contradict Tracy or be accused of fabrication, unless Tracy himself corroborated it.
Seeking to put doubts to rest and possibly film the reunion for Ari Shaffir's show "the End," Bert reached out through fellow comedians, notably Frosty, who helped connect him to Tracy Morgan. One morning, Bert received a FaceTime from Tracy, who said he’d heard about Bert’s story and invited him to New York to share it. Bert, excited and nervous, immediately flew to New York with Ari Shaffir, where they met Tracy at CAA in the Chrysler Building. Frosty provided ample Chick-fil-A to make everyone comfortable.
When Tracy entered, he immediately joked about making a movie together and settled in, eating breakfast and riffing. As Bert recounted his side of the story, Tracy chimed in with his own memories—recalling the confusion over the blunt, joking about Bert never having smoked one, and reminiscing about the night at Madam X. Tracy recalled the night vividly, mentioning how, though not yet famous, he was already attracting attention and had to worry about getting in trouble. Tony Woods, another comic, was also part of the story’s orbit. Throughout their conversation, Tracy dropped into bits, ran through old stand-up routines, and gave his enthusiastic blessing: “You have permission to tell that story from now on, that’s your story.”
The meeting was electrifying for Bert and Ari, who described the moment as magical and validating—a full-circle moment where Tracy not only confirmed the events but also brought his own comedic style to the retelling. Bert and Tracy contemplated filming the story together, but due to Tracy's new show and scheduling conflicts, he was ultimately unable to participate. Though disappointed, Bert gained the satisfaction of Tracy’s public corroboration and permission to keep telling the story, even if internet doubters persisted.
Tracy Morgan’s influence extends far beyond Bert’s personal stor ...
Tracy Morgan Stories and His Influence on Comedy
Bert Kreischer begins his sobriety journey after a blood clot traveled from his leg to his lungs, forcing him onto blood thinners and a strict no-alcohol regimen for six months. When his doctor delivered the news, Bert describes it as feeling like a death sentence. He panicked about missing milestone events like the Super Bowl, Daytona 500, and the South Beach Food and Wine Festival, questioning how he would cope with these without alcohol, which is entwined with his public persona and personal traditions.
To his surprise, Bert soon finds that not drinking is much easier than he anticipated. He says, "Not drinking is... It's not been hard. Not at all." The only real challenge comes during turbulence while flying, a situation where he once leaned on alcohol to manage anxiety. Outside of that, Bert finds six months of sobriety to be manageable.
The physical benefits quickly manifest. After three months, Bert receives blood work showing his liver is healthier than it has been in years, with enzyme numbers dropping well below his historical averages. The improvements give him a sense of pride but also a mischievous anticipation, as he jokes about wanting "to put a fucking dent in it" once he's allowed to drink again.
Looking ahead to July 12th, the date he can resume drinking, Bert contemplates his ideal location and approach for his return. He considers various beach destinations for breaking sobriety—places like Key West, the Caribbean, Cayman Islands, Jamaica, and Puerto Rico appeal to him for their potential for poolside cocktails and a celebratory atmosphere. Urban spots like New Orleans, New York City, and Chicago are briefly discussed but dismissed in favor of a more relaxed, tropical vibe. He imagines three days of drinking in a place like the Cayman Islands: “get up, cocktail in the pool, run it in the afternoon.”
Bert debates whether to have just one beer or to go hard on his first day back. He reflects on the pressure and burden of counting sobriety days, noting that obsessing over the number can become a problem itself. He shares an anecdote about a friend who regrets ever starting to count his days sober, as it became a mental fixation. Bert admits that part of him wants to avoid this trap, suggesting he might have that first drink simply to “break the number.”
Despite his personal journey, Bert expresses skepticism about the growing wave of sobriety influencers and wellness trends. He points out that he doesn’t want to monetize his experience or make sobriety his branding, distancing himself from influencer culture that profits off personal transformation.
Bert is frustrated by the algorithmic promotion of sobriety content. His feed is filled with influencers monetizing their recovery, presenting it either as a business model or a miraculous transformation that seems inauthentic. He describes s ...
Bert's Sobriety Journey and Reflections on Drinking Culture
Ari Shaffir has brought back his acclaimed storytelling show, now revived as "the End" after its previous cancellation by Comedy Central. Produced by Ymh Studios and available on their website, the show features a lineup of top comedians telling true, personal stories as they actually happened—"word for word," with no fictionalized details or exaggeration. Ari and Tom Segura emphasize that these are honest stories, not stand-up bits, and the format aims to capture life events authentically.
The series lineup is star-studded, including Nate Bargatze, Chris DeStefano, Shane Gillis, Jordan Jensen, Jay Oakerson, Ali Siddiq, Miss Pat, and more. Ari and Tom highlight the exceptional roster, noting its diversity and the high caliber of comedians participating. There’s even a "clean" episode from Nate Bargatze, which is thematically consistent and family-friendly, broadening the show’s appeal.
Ari designed "the End" with a payment model that stands out within comedy and podcasting. Unlike many podcast appearances, where comedians may receive only a small ad-read fee, all participating comedians on "the End" receive direct compensation. Episodes are available individually for $9.99, or viewers can purchase the full season for $24.99—a price Ari settled on after Tom Segura persuaded him to lower it from an original $50, making the show more accessible to fans.
Additionally, Ari ensured that the comedians share in backend earnings, so when the show succeeds, both producers and performers benefit financially. This approach creates an equitable structure where everyone involved in the show's creation is rewarded for its popularity and sales—a notable departure from ...
Ari Shaffir's Storytelling Show "the End" Revival and Production
The landscape of comedy is shifting as network television’s influence fades and new platforms prompt comedians to rethink both career strategy and the ways they reach audiences. At the same time, cultural attitudes toward intoxication are changing, with a growing appreciation for low-dose products that facilitate social bonding without overindulgence.
Tom Segura and his fellow comedians reflect on how major networks like Comedy Central have all but disappeared and how this has rendered traditional comedy career milestones, such as “booking a pilot,” increasingly irrelevant. The panel jokes about colleagues announcing new pilots on legacy networks like CBS or ABC, suggesting such moves are out of step with how people consume entertainment today. The concept of celebrating a network achievement seems almost antiquated, with Segura quipping that even mentioning a new ABC show sounds ridiculous in the current landscape.
Comedians express skepticism regarding the value of morning television appearances for actually advancing careers or driving ticket sales. Segura repeatedly points out that “no one who’s going to buy a ticket is watching the 7am news.” The group notes that, far from being a crucial marketing vehicle, these network and morning TV spots are now more about making shareable clips than traditional self-promotion. As Segura points out, shows often sell out independent of TV appearances, further undermining the practical impact of legacy media.
With diminished expectations from traditional media, comedians like Mark Normand and Sam Morrell have shifted tactics, using morning television less as genuine promotion and more as an opportunity to subvert the format with edgy, unexpected jokes. Segura describes how Normand, for example, delivers unabashedly off-color material—like abortion jokes or cursing—during very early morning hours to the visible discomfort of hosts, pushing the boundaries of what’s expected or acceptable in those settings. The intent is not to sell tickets but to generate memorable, viral moments that are authentically funny to comedians and their fans.
Daniel Tosh’s approach is highlighted as another example of this confrontational strategy, as he would go on morning radio fully prepared with bits, presenting crafted material disguised as spontaneous conversation. Tosh’s commitment dominated the format, rarely letting hosts guide the conversation and ensuring that his own comedic voice prevailed.
Comedians are increasingly inclined to “mess with” the morning format out of a recognition that these appearances don’t move the needle for their careers and as an outlet for frustration with the inauthenticity of standard promotional interviews. Instead, they aim to create memorable clips, sometimes openly disregarding the show they were invited to promo ...
Modern Comedy Trends and Comedians' Approaches
Bert Kreischer and Tom Segura emphasize the exceptional quality of Porosos Vodka. Bert calls it “the best vodka you’re ever going to have,” highlighting its clean taste and noting that it even enhances his sleep quality compared to other vodkas. Tom describes a proprietary distillation process and points out that the vodka has won gold medals in multiple competitions. Importantly, both stress that praise for Porosos comes from customers themselves, not marketing hype. Tom thanks consumers for their feedback, saying, “you the people are the ones telling us how great it is… this is now your favorite vodka.”
Bert’s decision to start Porosos was rooted in his earlier loyalty to Tito’s Vodka. In 2016, during a weight loss challenge triggered by the viral success of his machine story, Bert discovered Tito’s, influenced by a fellow airplane passenger who praised the drink for not causing weight gain. Bert quickly became a de facto brand evangelist, drinking Tito’s and speaking about it onstage, even receiving gift baskets from Tito’s fans at his gigs.
Motivated by his enthusiasm, Bert reached out to Tito’s for a potential collaboration—not seeking a major endorsement deal, but a simple partnership. However, the founder responded with hostility, allegedly sending Bert the message: “tell him to go fuck himself and stop drinking Tito’s.” Disappointed by the rude rejection, Bert stopped drinking the brand, resolved never to treat aspiring collaborators that way, and was inspired to build Porosos into a brand that welcomes partnerships and enthusiasm.
When Bert visits bars or estab ...
The Porosos Vodka Brand and Business Ventures
Download the Shortform Chrome extension for your browser
