Podcasts > 2 Bears, 1 Cave with Tom Segura & Bert Kreischer > New Year New Roast | 2 Bears, 1 Cave

New Year New Roast | 2 Bears, 1 Cave

By Tom Segura, Bert Kreischer

In this episode of 2 Bears, 1 Cave, comedians discuss the YMH network's efforts to recruit permanent shows and the unique dynamics of their production environment. The conversation delves into Chris Distefano's experiences with a Jersey Shore roast gig, including his concerns about maintaining friendships while delivering comedic material, and the potential involvement of professional writers to enhance the content.

The comedians also share their perspectives on air travel, from the unexpected constraints of first-class to creative strategies for economy seating. The discussion extends to Distefano's future touring plans, where he explains his decision to limit performances to specific regions and adopt a more selective approach to accepting gigs, balancing career opportunities with family time and mental well-being.

New Year New Roast | 2 Bears, 1 Cave

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New Year New Roast | 2 Bears, 1 Cave

1-Page Summary

Comedians' TV Network Relationship

The YMH network actively pursued comedians to establish permanent shows on their platform. Despite the network's impressive facilities—complete with advanced equipment and numerous employees—comedians Chris and Stavros declined these offers, preferring to maintain their independence and return to New York City. Stavros noted the unusual dynamic at the network, where producers communicate with talent through iPads and maintain limited direct contact.

Chris's Jersey Shore Roast Challenges

Chris Distefano discusses his reluctance to participate in roasting the Jersey Shore cast, despite eventually accepting the gig for financial compensation and a complimentary stay at Atlantic City's Hard Rock. Chris expresses concern about maintaining his friendships with cast members while delivering comedic jabs, particularly regarding female cast members. In their discussion, Stavros Halkias offers suggestions for roast material and jokes about the event's quality, while they consider bringing in professional writers like JP McDade and Zach Amico to enhance the content.

Comedians' Travel Experiences

The comedians share their perspectives on air travel, particularly the unexpected drawbacks of first-class flying. They humorously note how the formal environment restricts their ability to engage in casual behavior. Chris specifically mentions his frustration with having to fly into JFK instead of LaGuardia. When discussing economy class, they reveal creative strategies for maximizing comfort, such as selecting seats near bathrooms for potential extra space.

Chris's Comedy Tour Plans for 2026-2027

Chris Distefano outlines his plan to limit performances to the original 13 colonies in 2026-2027, with an exception for a New Year's Eve show in Red Bank, New Jersey. This decision reflects his growing priority of maintaining mental well-being and family time over accepting distant travel opportunities. Chris acknowledges his family's frustration with vacation destinations always being tied to his performances, and he's working to be more selective about accepting gigs, adopting the principle "if it ain't a hell yes, it's a no."

1-Page Summary

Additional Materials

Clarifications

  • The YMH network stands for "Your Mom's House," a popular comedy podcast and media platform created by comedians Tom Segura and Christina Pazsitzky. It has grown into a significant hub for comedians, offering shows, live events, and exclusive content. The network is influential for launching and supporting comedians' careers through its large, dedicated audience. Its advanced facilities and professional setup make it a notable player in the comedy industry.
  • Chris Distefano and Stavros Halkias are stand-up comedians known for their work in the comedy scene and podcasting. They have collaborated on various projects, including the "YMH" (Your Mom's House) network, which hosts comedy content. Both have built reputations for their distinct comedic styles and have a dedicated fan base. Their relevance lies in their influence within modern comedy and podcast culture.
  • A "roast" is a comedic event where a person or group is humorously insulted by friends and comedians. The "Jersey Shore" cast is a reality TV group known for their distinctive personalities and close relationships. Chris's sensitivity likely stems from his personal friendships with some cast members, making jokes potentially hurtful. Balancing humor with respect is challenging in such roasts.
  • JP McDade and Zach Amico are comedians known for their writing skills in the comedy industry. Professional comedy writers like them help create jokes, scripts, and material for performances or shows. Their expertise can improve the quality and flow of comedic content. Hiring such writers is common to ensure humor resonates well with audiences.
  • JFK and LaGuardia are two major airports serving New York City, but they differ in location and convenience. LaGuardia is closer to Manhattan, making it quicker and easier to reach for many travelers. JFK is farther away, often resulting in longer travel times and more traffic. Additionally, LaGuardia primarily handles domestic flights, while JFK is a major international hub.
  • The phrase "if it ain't a hell yes, it's a no" means only accepting opportunities that excite you strongly. It encourages clear, decisive boundaries to avoid wasting time on lukewarm commitments. The origin is often attributed to entrepreneur Derek Sivers, who popularized it as a productivity and decision-making principle. It helps prioritize mental well-being by focusing on what truly matters.
  • The original 13 colonies were the first British settlements in what became the United States. They are located along the East Coast, from New England to the South. Touring only in these states limits travel to a relatively compact, historically significant region. This choice likely reduces travel time and stress, supporting Chris's focus on mental well-being and family.
  • Atlantic City's Hard Rock is a well-known luxury hotel and casino resort. Complimentary stays there are valuable perks often offered to entertainers as part of performance deals. Such accommodations provide comfort and prestige, enhancing the appeal of accepting a gig. This benefit can offset the challenges or reluctance associated with the event.
  • In traditional TV production, producers and talent usually communicate face-to-face or via direct phone calls to ensure clear, immediate interaction. This direct contact helps build rapport and allows for quick adjustments during filming. Using iPads as the primary communication tool is unusual because it creates a physical barrier and can delay responses. It also reduces personal connection, which is important in creative collaboration.

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New Year New Roast | 2 Bears, 1 Cave

Comedians' Tv Network Relationship and Permanent Show Possibility

Executives at the YMH network were actively attempting to persuade comedians to establish a permanent presence with a show on their network.

Executives Urge Comedians to Host Permanent Network Show

Executives from the YMH network have approached comedians with proposals for hosting a permanent show on their network. Despite these overtures, the comedians have decisively declined the offer, expressing a strong preference to return to New York City for their comedic work.

Comedians Impressed by Network's Setup, but Value Independence

While the comedians, Chris and Stavros, were impressed by the scale and sophistication of the YMH network's facilities—highlighting the studio's numerous employees and advanced equipment like top-notch cameras and green screens—they maintain a value for their independence.

Network Employs Talent but Comedians Keep Distance From Projects

Stavros noted the unusual way the network's prod ...

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Comedians' Tv Network Relationship and Permanent Show Possibility

Additional Materials

Clarifications

  • New York City is a major hub for comedy with a rich history of stand-up, improv, and sketch scenes. It offers numerous venues, diverse audiences, and networking opportunities essential for comedians' growth. The city's vibrant culture and fast-paced environment inspire creative material. Many comedians also have established personal and professional roots there.
  • The use of iPads and avoidance of eye contact by producers can indicate a formal, impersonal communication style. This may create a barrier, reducing warmth and trust between talent and producers. It suggests a focus on efficiency or control rather than personal connection. Such behavior can make comedians feel distanced or less valued in creative collaboration.
  • The YMH network is a media company that produces comedy content and seeks to expand its talent roster. Chris and Stavros are comedians who have previously collaborated with or appeared on the network. The network aims to secure long-term commitments from comedians to create consistent programming. However, these comedians ...

Counterarguments

  • The YMH network's approach to recruiting talent might be part of a broader strategy that prioritizes digital communication and efficiency over traditional face-to-face interactions.
  • The comedians' preference for New York City might limit their exposure to different audiences and opportunities that a permanent show on the YMH network could provide.
  • While the comedians value their independence, a permanent show on the YMH network could offer financial stability and consistent work, which can be beneficial in the often unpredictable world of comedy.
  • The unusual interaction style of the network's producers, though perceived as distant, could be a misunderstood attempt at maintaining professionalism or respecting the personal space of the talent.
  • The comedians' decision to decline the offer might not full ...

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New Year New Roast | 2 Bears, 1 Cave

Chris's Jersey Shore Roast Challenges

Chris Distefano's journey into the unfamiliar territory of roasting the Jersey Shore cast illustrates his trepidation about preserving friendships while delivering comedic jabs.

Chris Agreed to Roast the Jersey Shore Cast

Chris ultimately agreed to roast the cast of Jersey Shore after declining multiple requests. He was eventually persuaded by an offer that included enough money and a free weekend stay at the Hard Rock in Atlantic City.

Chris Is Uneasy Roasting the Jersey Shore Cast, Some of Whom He Knows

Chris mentions knowing and liking the cast, and he indicates unease about the roast considering his career and the anxiety of it potentially going away. He acknowledges he is in a "no-win situation" and expresses concern about not embarrassing himself.

Gig May Harm Chris's Cast Relationships

Chris Is Unsure how to Humorously Roast While Maintaining Cast Rapport

Chris worries about saying hateful things that could potentially ruin the rapport he has with the Jersey Shore cast members. He hints at the challenge of roasting, noting that the obvious jokes might already be used up by the time he performs, considering he is slated to go last. Chris points out that his discomfort is particularly about making fun of the female cast members, as the approach doesn't work for him.

Chris Asks Stavros For Roast Gig Advice

Stavros Proposes Roast Material, Notes Difficulty For Chris

Stavros Halkias and Chris discuss potential roast angles, such as Vinny Guadagnino's stand-up career or JWoww's plastic surgery, but they acknowledge the sensitive nature of the event. Stavros gives suggestions on how to handle the content but jokes about the difficulty Chris faces, remarking on the "shitty" qualit ...

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Chris's Jersey Shore Roast Challenges

Additional Materials

Clarifications

  • Chris Distefano is a stand-up comedian and actor known for his energetic style and appearances on comedy podcasts and TV shows. He has a strong presence in the New York comedy scene and often incorporates personal and cultural experiences into his humor. His connection to the Jersey Shore cast comes from mutual acquaintances and shared social circles, making the roast a sensitive event for him. Roasting involves humorously insulting someone, which can be challenging when personal relationships are involved.
  • A roast is a comedic event where a specific person or group is humorously insulted by friends, colleagues, or comedians. The jokes are meant to be exaggerated and playful, not genuinely hurtful. Roasts often celebrate the subject’s personality, career, or public image through satire. They are usually performed in front of an audience and sometimes recorded for television or online platforms.
  • The Jersey Shore cast are reality TV personalities known for their distinctive, often controversial behavior and strong fan base. Roasting them is sensitive because many have public personas tied to personal traits and life choices, which can be easily taken as personal attacks. Additionally, some cast members have close relationships with the roaster, increasing the risk of damaging friendships. The show's cultural impact and devoted audience also raise stakes for how humor is received.
  • Stavros Halkias is a comedian and podcaster known for his sharp humor and collaborations with other comedians. He is a friend and colleague of Chris Distefano, often providing comedic advice and support. Stavros’s role in the roast event is as a sounding board and advisor, helping Chris brainstorm roast material. Their relationship is based on mutual respect and shared experience in comedy.
  • Vinny Guadagnino is a cast member known for his humor and close friendship with Chris Distefano. JWoww, whose real name is Jenni Farley, is a prominent female cast member recognized for her outspoken personality and publicized cosmetic surgeries. Ronnie Ortiz-Magro is another key cast member, known for his volatile behavior and central role in many show storylines. All three are main figures on Jersey Shore, making them common targets for roast jokes.
  • Roasting female cast members is challenging for Chris because humor targeting women often requires a different tone to avoid being perceived as mean-spirited or offensive. Social norms and sensitivities around gender can make jokes about women riskier, especially in a public setting. Chris may feel less confident crafting jokes that are funny without crossing boundaries or alienating the audience. This contrasts with roasting male cast members, where harsher humor is more commonly accepted.
  • "Going last" in a roast means performing at the end of the event. Earlier roasters often use the most obvious or popular jokes first. This leaves fewer fresh or original jokes for the last performer. As a result, the last roaster must find new angles or risk repeating material.
  • The Ba ...

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Comedians' Experiences With Travel and First-Class Flying

Chris Distefano and Stavros Halkias engage in a lighthearted debate about the pros and cons of first-class travel.

Comedians Debate First Class Travel Pros and Cons

Lamenting Loss of Privacy and Activities Due to Formal First-Class Seating

While discussing the nuances of flying first class, the comedians humorously complain about the limitations such travel imposes on passenger behavior. They lament that flying first class prevents them from engaging in private or silly activities due to the formal nature of the seating and service. The comedians joke about a loss of privacy and the inability to explore "latent homosexual desires," suggesting that the confines of the plush first-class environment come with their own unique set of challenges.

Additionally, Chris Distefano expresses his dislike for having to fly into JFK airport as opposed to LaGuardia when he travels first class, citing the increased travel time to his home as an annoyance. It's this combination of minor grievances that highlights the comedians' quirky perspectives on air travel's supposed luxuries.

Comedians Reflect On Economy Class Flying Experiences and Strategies

Creative Ways to Find Space and Avoid Unpleasant Passenger Interactions

When it comes to flying economy, comedians often have to employ creative strategies to find comfort and maintain their personal space. One of the s ...

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Comedians' Experiences With Travel and First-Class Flying

Additional Materials

Clarifications

  • The phrase "latent homosexual desires" refers to hidden or unexpressed feelings of same-sex attraction. In comedy, it is sometimes used humorously to suggest private or taboo thoughts or behaviors. The comedians joke that first-class seating's formality restricts such private expressions or playful behavior. This exaggeration highlights the contrast between casual economy class and the more rigid first-class environment.
  • JFK and LaGuardia are two major airports serving New York City but are located in different boroughs. JFK is in Queens and generally farther from Manhattan, leading to longer travel times to many city destinations. LaGuardia is closer to Manhattan, making it more convenient for travelers heading to central New York City. Traffic congestion around JFK can also increase travel time compared to LaGuardia.
  • First-class seating is designed to offer luxury, comfort, and exclusivity, often featuring spacious seats, high-quality materials, and attentive service. The formal atmosphere arises from expectations of polite behavior, quietness, and decorum to maintain a premium experience for all passengers. This environment discourages loud, casual, or unconventional activities that might be acceptable in economy class. As a result, passengers may feel restricted in expressing themselves freely or engaging in playful behavior.
  • The humor arises from the contrast between first class's luxury and its social constraints. First class seating is more formal and visible, limiting spontaneous or private behavior. Comedians exaggerate this by joking about "latent desires" they can't express openly. This irony highlights how comfort can sometimes reduce freedom and fun.
  • Seats near airplane bathrooms are often less popular because of noise and odors. Fewer passengers choose these seats, increasing the chance of having empty adjacent seats. This can provide more personal space in a cramped economy cabin. However, proximity to the bathroom can also mean frequent foot traffic and disturbances.
  • Having a whole row to oneself in economy class ...

Counterarguments

  • First-class travel offers significant privacy and comfort benefits that outweigh the limitations on behavior for many passengers.
  • The formal environment in first class is often appreciated for its quiet and professional atmosphere, which can be conducive to work or relaxation.
  • The choice of airport, such as JFK over LaGuardia, may offer better amenities or flight options that can justify the longer travel time for some passengers.
  • The grievances about first-class travel may not resonate with all passengers, as some may find the luxuries well worth any minor inconveniences.
  • Sitting near the airplane bathroom in economy class might not always result in extra space, as these seats can also be frequently occupied due to passenger traffic to and from the bathro ...

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New Year New Roast | 2 Bears, 1 Cave

Chris's Comedy Tour Plans and Goals for 2026-2027

Chris Distefano outlines his plans for his comedy tour spanning 2026-2027 and his shifting priorities in life and career.

Chris to Perform In Original 13 Colonies For Family

Chris Distefano intends to do shows primarily in the original 13 colonies during 2026 and 2027. This decision is to stay closer to home, which allows him not to perform in other parts of the country.

Chris Feels Frequent, Distant Travel Impacts His Mental Health

Chris expresses that being multiple time zones away from his family for work is not good for his mental state, indicating a need to limit distant travel for his well-being. Chris mentions one exception to his localized performance plan: doing a show on New Year’s Eve in Red Bank, New Jersey. Despite his family's frustration with the arrangement, this is a "hell yes" for him, indicating a strong personal draw to the gig.

Chris Is Reconsidering Accepting Lucrative Travel Gigs

Chris knows that his family is frustrated about vacations always tying in with his stand-up gigs, and they’ve questioned why they can't go to places like Puerto Rico instead of just places where Chris is performing.

Chris Prioritized Well-Being and Family Over Expanding Reach

Chris’s partner has suggested he should be able to enjoy vacations without working, just like other adults, for the sake of well-being and family time. Thus, Chris is changing his approach to accepting work and aiming to have confidence in himself that everything will be okay even if he doesn’t say yes to every gig. He reflects on the principle ...

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Chris's Comedy Tour Plans and Goals for 2026-2027

Additional Materials

Clarifications

  • Chris Distefano is an American stand-up comedian and actor known for his energetic style and storytelling. He gained popularity through comedy specials, podcasts, and appearances on TV shows like "Guy Code." His humor often draws from his personal life and experiences growing up in New York. He has a dedicated fan base and is recognized for blending observational comedy with personal anecdotes.
  • The "original 13 colonies" were British settlements along the east coast of what is now the United States. They declared independence in 1776, forming the first states of the U.S. These colonies include places like Virginia, Massachusetts, and New York. Their history is foundational to American identity and geography.
  • The original 13 colonies are located on the East Coast of the United States, where Chris Distefano is from. Performing there means shorter travel distances compared to touring nationwide. This reduces time spent away from home and family. It also minimizes crossing multiple time zones, which can be mentally exhausting.
  • The New Year’s Eve show in Red Bank, New Jersey, is significant because it represents a rare exception to Chris's plan to limit travel. Red Bank is close to his home, allowing him to perform without being far from family. New Year’s Eve is a high-profile, celebratory event that often draws large audiences, making it a valuable opportunity. Chris’s strong enthusiasm for this show highlights its personal and professional importance to him.
  • The phrase "if it ain't a hell yes, it's a no" means you should only commit to things you feel very enthusiastic about. It encourages clear, confident decision-making by avoiding half-hearted agreements. The origin is often attributed to productivity and self-help communities promoting focus and boundaries. It helps people prioritize what truly matters to them.
  • Stand-up comedy tours usually involve comedians performing in multiple cities across a wide geographic area to reach diverse audiences and maximize income. Tours often require extensive travel, including long drives or flights, to cover many venues in a limited time. This travel can be physically and mentally exhausting due to irregular schedules and time zone changes. Comedians typically balance tour dates with rest days, but frequent travel remains a demanding aspect of the job.
  • Frequent travel disrupts sleep patterns and daily routines, leading to fatigue and stress. Touring performers often face isolation from family and friends, increasing feelings of loneliness. Constantly adjusting to new environments can cause anxiety and reduce overall mental resilience. These factors combined can significantly impact a performer's emotional well-being and job satisfact ...

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