Podcasts > 2 Bears, 1 Cave with Tom Segura & Bert Kreischer > Matt McCusker's Wild Drug Dealing Stories | 2 Bears, 1 Cave

Matt McCusker's Wild Drug Dealing Stories | 2 Bears, 1 Cave

By Tom Segura, Bert Kreischer

In this episode of 2 Bears, 1 Cave, Tom Segura and Matt McCusker open up about their past struggles with addiction, criminal activities, and gambling. McCusker shares his harrowing experiences as a marijuana dealer, which led to dangerous situations and a decision to quit for the sake of his family. The two dive into the psychology behind compulsive gambling and the thrill of both winning big and losing.

They also explore intriguing yet relatable topics surrounding physical appearance, aging, and self-image. Sensitive subjects like insecurities about physical traits, societal perceptions, and intimacy in relationships are candidly discussed. The conversation sheds light on how seemingly minor attributes can significantly impact self-confidence and interactions with others.

Matt McCusker's Wild Drug Dealing Stories | 2 Bears, 1 Cave

This is a preview of the Shortform summary of the Dec 16, 2024 episode of the 2 Bears, 1 Cave with Tom Segura & Bert Kreischer

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Matt McCusker's Wild Drug Dealing Stories | 2 Bears, 1 Cave

1-Page Summary

Gambling, addiction, and criminal activities

Matt McCusker shares how he became deeply involved in selling large quantities of marijuana, leading to dangerous situations like home invasions, robberies, and major financial losses. His decision to quit stemmed from recognizing the risks to his family and negative impacts on his relationships.

Tom Segura and McCusker also discuss the allure and risks of gambling. McCusker suggests compulsive gambling is driven by seeking a continuous flow state, while experiencing the thrill of winning big and intense negative feelings of losing. Segura recalls winning and then losing $7,000 in Las Vegas, conveying both elation and subsequent sadness. They explore how randomness in gambling can create a false belief in having "cracked the system," and how pride in winning big bets can be oddly fulfilling.

Physical Appearances, Aging, and Self-Image

Tom Segura shares how his drastically different appearance with facial hair caused confusion, highlighting how simple physical traits can significantly alter one's perceived age and how others interact with them. McCusker reveals that a childhood injury prevented him from growing a full mustache, impacting his self-image.

The discussion explores how societal perceptions and self-consciousness about physical traits like gray hair, facial hair gaps, or the inability to grow a mustache can profoundly influence an individual's self-confidence and the way they are viewed by others.

Relationships, intimacy, and sex

Segura and McCusker delve into sensitive topics surrounding intimate relationships, including stories about men boasting about their penis size. They discuss the potential psychological impacts and insecurities that can arise when physical attributes become an excessive focus in sexual relationships.

They ponder whether penis size holds as much importance for women as it does for men, suspecting women may value emotional connection over physical attributes once in a loving relationship, according to an unidentified female speaker. They also speculate about how healthcare professionals like dermatologists may become desensitized to examining intimate body parts, in contrast to the anxiety patients can feel in such situations.

1-Page Summary

Additional Materials

Clarifications

  • A continuous flow state in compulsive gambling describes the intense focus and absorption a person experiences while engaged in gambling activities. It's a mental state where the individual is fully immersed in the process, often losing track of time and surroundings. This state can be addictive as it provides a sense of control, excitement, and escape from reality. The pursuit of this flow state can drive compulsive gamblers to seek out more opportunities to recreate that intense experience.
  • "Cracking the system" in gambling refers to the mistaken belief that a gambler has found a way to consistently win by understanding or manipulating the game's rules or randomness. It often leads to overconfidence and risky behavior as the gambler thinks they have a guaranteed strategy for success. In reality, most gambling games are designed with a house edge that ensures the casino or gambling establishment will profit in the long run, making it nearly impossible to truly "crack the system." This misconception can fuel addictive behavior and significant financial losses for the gambler.
  • Physical traits like facial hair can significantly impact how old someone appears, influencing how others interact with them. For example, a change in facial hair style can lead to confusion about a person's age. Society often places importance on physical appearance, which can affect self-image and how individuals are perceived by others. These perceptions can influence self-confidence and social interactions.
  • Societal perceptions can shape how individuals view themselves based on physical traits like appearance, aging signs, or unique features. Self-consciousness arises when people internalize these societal standards, affecting their self-confidence and interactions with others. This influence can lead to insecurities and a sense of not measuring up to perceived ideals, impacting one's self-esteem. Understanding and challenging these societal norms can help individuals cultivate a more positive self-image and confidence.
  • Men boasting about their penis size in relationships can stem from societal pressures and stereotypes that link masculinity and sexual prowess to physical attributes. This behavior can sometimes reflect insecurities or a desire for validation. Discussions around penis size in relationships can impact self-esteem and create unnecessary pressure on individuals to conform to certain standards of masculinity. It's important to recognize that true intimacy and connection in relationships go beyond physical attributes and focus more on emotional bonds and mutual respect.
  • In sexual relationships, individuals may experience psychological impacts and insecurities related to physical attributes. This can include concerns about body image, performance, or comparison to societal standards. Such insecurities can affect self-esteem, intimacy, and overall satisfaction within the relationship. Communication, understanding, and mutual support are essential in addressing and navigating these sensitive aspects of intimate connections.
  • In relationships, the speculation that women may value emotional connection over physical attributes suggests that for many women, qualities like trust, communication, and understanding are often prioritized for long-term satisfaction and fulfillment. This perspective implies that while physical attraction can be important, emotional intimacy and compatibility play significant roles in building and maintaining strong, meaningful relationships.
  • Healthcare professionals, like dermatologists, often encounter and examine intimate body parts as part of their medical practice, leading to a level of desensitization over time due to the routine nature of their work. Patients, on the other hand, may experience anxiety or discomfort when undergoing such examinations, as they are in a vulnerable position and may feel self-conscious about their bodies. This contrast in experience highlights the different perspectives and emotional responses between healthcare providers, who approach these examinations from a clinical standpoint, and patients, who may feel more exposed and sensitive during the process.

Counterarguments

  • While McCusker's experience with marijuana sales led to negative outcomes, some might argue that the legalization and regulation of marijuana in various regions have shown that it can be sold responsibly without leading to such dangerous situations.
  • The idea that compulsive gambling is solely driven by a continuous flow state and the thrill of winning may be oversimplified, as other factors like psychological distress, addiction, and social pressures can also contribute.
  • The notion that randomness in gambling leads to a false belief in having "cracked the system" might be challenged by pointing out that some forms of gambling do involve skill and strategy, and not all gamblers harbor such beliefs.
  • The impact of physical traits on perceived age and interactions might be less significant in contexts where people are judged more on their abilities and achievements than on their appearance.
  • The discussion about societal perceptions and self-consciousness regarding physical traits could be expanded to include the idea that confidence and self-acceptance can mitigate the influence of societal standards on self-image.
  • The speculation that women may value emotional connection over physical attributes in a loving relationship could be countered by noting that preferences are highly individual, and some women may place a different level of importance on physical attributes.
  • The suggestion that healthcare professionals become desensitized to examining intimate body parts might be nuanced by acknowledging that professionalism and clinical detachment are necessary aspects of their training and do not necessarily imply desensitization.

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Matt McCusker's Wild Drug Dealing Stories | 2 Bears, 1 Cave

Gambling, addiction, and criminal activities

Matt McCusker shares his past involvement in selling large quantities of marijuana, which led to dangerous situations like being robbed at gunpoint, and major financial losses.

McCusker’s Past Illegal Activities and Associated Risks

McCusker discusses the escalation of his activities in selling marijuana to a point where real criminals became involved, resulting in home invasions and robberies. He managed up to 35 pounds of marijuana with another person, dealing with unreliability among his associates, some becoming addicted to drugs and getting DUIs. Home robberies and being robbed of both weed and cash became common for him.

He was robbed multiple times, and his acquaintances, who had gotten "bad on pills," would rob him to repay their debts. One particular incident of shipping $35,000 resulted in the postal police seizing the money. McCusker experienced several financial wipeouts, going from wealthy to penniless, which led to a perverse kind of peace and desensitization to the losses.

Decision to Quit Illegal Activities

McCusker was involved in these illegal activities around the age of 25 or 26, doing stand-up comedy and painting houses to rebuild finances. The arrival of children was a pivotal moment, making him reconsider the risk of jail time and the impact on his family. This gradual desensitization also negatively affected his personal relationships, forcing him to constantly lie about the scale of his operations due to the risks involved.

Ultimately, he recognized the adverse effects of his lifestyle on his life and relationships, which led him to transition into becoming a successful comedian.

Gambling: The Allure and Risks

Tom Segura and McCusker discuss the dangers of gambling. They talk about how winning big bets can bring a sense of pride or accomplishment, even if it's at a significant personal cost.

Experiences and Consequences of Gambling

McCusker suggests compulsive gambling is about staying in a flow state with continuous ups and downs. He shares his first gambling experience in Vegas at 21, where he found winning exciting but also felt the intense negative feelings associated with losing, indicating why he dislikes gambling.

Segura mentions sitting at a blackjack table with NFL players who bet large sums of money, highlighting different thresholds for gambling. McCusker notes that the financial risk and potential winnings need to be significant for the gamble to feel exciting. Meanwhile, Segura shares his own expe ...

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Gambling, addiction, and criminal activities

Additional Materials

Clarifications

  • Matt McCusker was involved in handling and distributing up to 35 pounds of marijuana with a partner. This indicates the scale of his illegal drug operations and the significant quantities of marijuana he was responsible for managing. Such large quantities suggest a substantial level of involvement in the illicit drug trade, exposing him to various risks and criminal activities. Managing this amount of marijuana would have involved coordination, distribution networks, and dealing with the associated challenges and dangers of operating in the illegal drug market.
  • Matt McCusker shipped $35,000, which was seized by the postal police. This incident suggests that the money was confiscated by law enforcement authorities due to suspicions of illegal activity related to the shipment. Shipping large sums of money without proper documentation or compliance with regulations can raise red flags and lead to investigations by postal or law enforcement agencies.
  • Matt McCusker transitioned into becoming a successful comedian after recognizing the negative impact of his illegal activities on his life and relationships. This transition marked a significant shift in his career path, where he moved away from criminal activities and focused on pursuing a career in comedy. Comedy provided him with a new avenue to channel his talents and experiences, leading to personal growth and success in a different field. His decision to leave behind his past lifestyle and embrace comedy as a profession was driven by a desire for positive change and a fresh start.
  • Tom Segura mentions sitting at a blackjack table with NFL players who bet large sums of money. This indicates that Segura was in a gambling environment where professional football players were present and actively participating in high-stakes betting. The presence of NFL players at the table suggests a setting where significant amounts of money were being wagered, adding to the intensity and scale of the gambling experience. This detail highlights the diverse range of individuals who engage in high-stakes gambling activities, including those from the professional sports world.
  • Matt McCusker's statement that he has won in past gambling events but dislikes it suggests that despite experiencing success in gambling, he does not derive enjoyme ...

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Matt McCusker's Wild Drug Dealing Stories | 2 Bears, 1 Cave

Physical Appearances, Aging, and Self-Image

Tom Segura and Matt McCusker delve into the effects of physical appearance changes on aging perceptions and self-image, discussing personal anecdotes that highlight these issues.

Segura shares a story about how his drastically different appearance caused confusion and surprise when reuniting with friends and acquaintances.

Segura relates a humorous incident in which comedian Sebastian Maniscalco failed to recognize him at a Lakers game, purely because of the substantial facial hair he had grown. This experience serves as a testament to how something as simple as facial hair can significantly alter one's appearance and the way they are perceived by others.

They discuss how physical features like facial hair and gray hair can dramatically alter one's perceived age and impact how others interact with them.

The hosts explore how gray hair, especially when sported in a goatee, can age a person's appearance. Segura shares that upon shaving off his facial hair, he is often thought to look much younger, a sentiment McCusker echoes. They also talk about their personal encounters with people who have commented on their appearances, often guessing they are older than their actual age because of their grown and gray facial hair.

McCusker reveals how his own appearance has changed over time, including the impact of a childhood injury on his ability to grow a full mustache.

McCusker shares a story from his childhood where he sustained a facial injury from a kayak paddle hitting him in the face during a play fight. The result was a severe cut to his lip that led to a hospital visit. There, a doctor informed him that he would never be able to grow a full mustac ...

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Physical Appearances, Aging, and Self-Image

Additional Materials

Clarifications

  • Tom Segura and Matt McCusker are comedians and podcast hosts known for their work in the entertainment industry. They often discuss various topics, including personal experiences and societal issues, on their podcasts and in their comedy routines. Their conversations can range from light-hearted anecdotes to deeper discussions about self-image, aging, and societal perceptions.
  • Facial hair, particularly gray hair and styles like goatees, can influence how old someone appears. Society often associates certain facial hair styles with age, impacting how individuals are perceived by others. Personal experiences with facial hair changes can lead to misconceptions about a person's age and affect their interactions with others. Self-image and confidence can be influenced by societal norms regarding physical appearance, including the presence or absence of facial hair.
  • McCusker's childhood injury from a kayak paddle hitting his face caused a severe cut to his lip, leading to a doctor's prognosis that he would never grow a full mustache due to the damage. This injury resu ...

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Matt McCusker's Wild Drug Dealing Stories | 2 Bears, 1 Cave

Relationships, intimacy, and sex

Tom Segura and Matt McCusker delve into the often sensitive and personal conversations surrounding intimate relationships, which include the potentially precarious topic of penis size, the varying perspectives between men and women on physical intimacy, and the peculiar interactions in healthcare settings concerning intimate body parts.

Segura and McCusker delve into the topic of penis size, including anecdotes about instances where men have boasted about their endowment.

Segura and McCusker share stories and personal experiences related to the societal and psychological preoccupation with penis size. They recount instances where individuals boasted about or were directly queried on the dimensions of their endowment. One story involves a woman who claimed to be able to guess a man's penis size, leading to a humorous but psychologically unnerving portrayal that could inflict anxiety and insecurity.

They discuss the potential psychological impacts and insecurities that can arise from focusing on physical attributes in sexual relationships.

Anecdotes from their adolescent years, such as a pressured revelation of one's penis by older girls, bring to light the fear and embarrassment this scrutiny can produce. Personal accounts from Segura, such as three Dominican girls convincing him to expose himself out of curiosity, encapsulate the potential for psychological impacts and insecurities when sexual relationships become preoccupied with physical attributes.

The conversation touches on the differences in how men and women may perceive and prioritize physical intimacy, and how those perceptions can evolve within the context of a romantic relationship.

During their conversation, McCusker and Segura ponder whether penis size holds as significant a place in women's considerations as it does in men's, suspecting that it may not be as consequential. They humorously suggest that romantic gestures could potentially outshine physical attributes in sustaining a relationship. An unidentified female speaker confirms that emotional connection supersedes physical attributes once in love. The discussion acknowledges that men's preoccupation with size might not align with women's perceptions, which are influenced significantly more by the emotional aspects of a relationship.

Furthermore, they mention that while some individuals may prefer larger penises for the sensation, others deem them cumbersome, with men occasionally feeling objectified for their anatomy rather than valued for a potential romantic par ...

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Relationships, intimacy, and sex

Additional Materials

Clarifications

  • The discussion on penis size delves into societal and psychological aspects, highlighting how individuals may boast about or feel insecure regarding their endowment. It explores how preoccupation with physical attributes in sexual relationships can lead to psychological impacts and insecurities, especially when size becomes a focal point. The conversation also touches on differences in how men and women perceive physical intimacy, suggesting that emotional connection often outweighs physical attributes in sustaining relationships. Additionally, the topic addresses how discussions about physical traits, like penis size, can influence interpersonal dynamics beyond just sexual encounters.
  • The discussion delves into how men and women may prioritize physical intimacy differently, with men often focusing on physical attributes like penis size while women may place more emphasis on emotional connection in relationships. Men's preoccupation with size is contrasted with women's perceptions, which are influenced more by emotional aspects rather than physical attributes. The conversation suggests that romantic gestures and emotional bonds can outweigh physical attributes in the context of sustaining a relationship. The differing perspectives highlight how individuals may value intimacy based on emotional connections rather than solely physical characteristics.
  • 'Fluffing' oneself before a visit to a healthcare professional typically involves a man making his genitals appear larger or more impressive than they naturally are. This action is often done out of a desire to present oneself more favorably in situations where one's intimate body parts may be examined or discussed. It can be a response to societal pressures or personal insecurities related to physical a ...

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