#998 - Zack Telander - Everything You Want Is On The Other Side Of Cringe

#998 - Zack Telander - Everything You Want Is On The Other Side Of Cringe

September 25, 2025 1 hr 47 min
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🤖 AI Summary

Overview

This episode dives into the concept of cringe and its role in personal growth, the evolving definition of cool, and the tension between ambition and gratitude. Chris and Zack explore how to navigate criticism, embrace authenticity, and balance striving for big goals with appreciating the present moment. They also touch on the rise of running culture, the allure of romanticized suffering, and the challenges of modern content creation.

Notable Quotes

- Irony is the song of a bird who's never left its cage.Zack Telander, on the limitations of ironic speech.

- "Results are so underrated. Shut the *** up. Here are my results.* – **Zack Telander**, on silencing critics with achievements.
- *
Coolness is about autonomy, originality, and being unconcerned with fitting in."* – Chris Williamson, on the psychology of being cool.

🎭 The Role of Cringe in Growth

- Zack argues that being labeled cringe often reflects others' fear of pursuing their own dreams. Critics use irony and detachment as shields to avoid vulnerability.

- Chris highlights how ironic speech creates a barrier between beliefs and statements, making sincerity feel risky.

- Both agree that overcoming the fear of being cringe is essential for personal growth and authenticity.

🌟 Redefining Coolness

- Coolness is tied to traits like autonomy, adventurousness, and openness, but it often conflicts with being good, which emphasizes warmth and reliability.

- Zack notes that aloofness and scarcity amplify coolness, citing examples like Denzel Washington avoiding social media.

- Chris shares research showing that trying to be cool backfires, as authenticity is the cornerstone of true coolness.

🧘 Balancing Ambition and Gratitude

- Zack reflects on gratitude maxing while staying dream-pilled, finding joy in small moments while chasing big goals.

- Chris discusses the challenge of reconciling ambition with present-moment appreciation, noting that many high achievers struggle with this tension.

- Both emphasize the importance of grounding oneself in sensory experiences and celebrating small victories.

🏃‍♂️ The Rise of Running Culture

- Zack shares insights from his 100-day running streak, emphasizing the mental battle of starting small and building consistency.

- Running's recent popularity stems from its accessibility and the hybrid fitness trend, blending strength and endurance.

- They discuss the romanticized suffering of endurance sports, contrasting it with the sterile optimization of modern fitness.

🎤 Authenticity in Content Creation

- Chris and Zack explore the disconnect between the perceived glamour of content creation and its often sterile reality.

- Zack highlights the visceral impact of in-person interactions, like performing music live, compared to digital feedback.

- They agree that authenticity and storytelling are key to resonating with audiences, even in a highly curated online world.

AI-generated content may not be accurate or complete and should not be relied upon as a sole source of truth.

📋 Episode Description

Zack Telander is a musician, weightlifter, coach & YouTuber.


Why are we so afraid of being cringe? If being cringe online is the price of success, why don’t more people pay it? So how do you train yourself past criticism and actually do what needs to be done in your life, whether people are watching you or not?


Expect to learn why getting over being cringe is the key to unlocking the things you want in life, what it actually means to be “cool”, why using irony may be an overrated conversational tool, the importance of taking pleasure in the little things in life, Zack’s reflections on what it was like running for 100-days straight, the reason the health community pushes back on GLP-1's so much, why so many grifters drive critique online, and much more…


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