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The Diary of a CEOThe Diary of a CEO

Tim Dillon (Comedian): The Boomers Are A Selfish Generation And Gen Z Has Exposed Society's Scam!

Tim Dillon is a comedian, actor, and host of the Tim Dillon Show podcast. In 2017, Rolling Stone magazine named him as one of the top 10 comics you need to know, and in 2022, he released his first Netflix standup special, 'Tim Dillon: A…

Tim DillonguestSteven Bartletthost
Apr 4, 20241h 43mWatch on YouTube ↗

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Episode Details

EPISODE INFO

Released
April 4, 2024
Duration
1h 43m
Channel
The Diary of a CEO
Watch on YouTube
▶ Open ↗

EPISODE DESCRIPTION

Tim Dillon is a comedian, actor, and host of the Tim Dillon Show podcast. In 2017, Rolling Stone magazine named him as one of the top 10 comics you need to know, and in 2022, he released his first Netflix standup special, 'Tim Dillon: A Real Hero’. 00:00 Intro 02:01 I Was a Closeted Gay Addict 03:23 Which One of Your Parents Were Depressed? 07:03 The Impact of Your Parent's Mental Illnesses on You 09:05 Your Parents Divorce 12:32 Childhood Trauma & Taking Drugs 15:51 Hitting Rock Bottom 19:40 AA Meetings 23:15 Trying to Get Sober 24:27 Being a Juror on a Murder Crime 27:41 His First Open Mic Comedy Show 29:25 The Taboos in Comedy 33:20 Why You Don't Get Cancelled 36:09 The Podcasting World 39:42 What’s Up With The Different Generations? 48:09 What Are His Goals in Comedy 49:18 Have You Processed Your Trauma? 55:38 His Experience with Therapy 58:24 Coming Out as Gay & Dating 01:01:50 What Do You Love About Yourself? 01:05:00 Mental Health Coping Mechanisms 01:07:27 Elon Musk Buying Twitter 01:08:35 Social Media Criticism 01:09:46 Touring The World 01:15:03 What Happens in Hollywood? 01:17:40 Rising to the Top: The American Dream 01:20:51 New Generations Don't Work Hard 01:21:49 Remote Working 01:25:05 The Future of AI 01:30:26 Men's Mental Health 01:33:53 Andrew Tate's Influence 01:34:49 Who Should You Have Apologized to and You Didn't? You can purchase tickets to Tim’s new show, ‘American Royalty’, here: https://bit.ly/4aHE6JN You can watch ‘The Tim Dillon Show,’ here: https://bit.ly/3U1DOYp Follow Tim: Twitter - https://bit.ly/49oMOLV Instagram - https://bit.ly/3PPbRRb YouTube - https://bit.ly/3U1DOYp Conversations Cards: https://thediary.com/products/the-conversation-cards-1st-edition Follow me: https://beacons.ai/diaryofaceo Sponsors: Zoe: http://joinzoe.com with an exclusive code CEO10 for 10% off This episode of The Diary Of A CEO was filmed at Gold Tree Studios, located in the heart of the Sunset Strip, West Hollywood, California

SPEAKERS

  • Tim Dillon

    guest
  • Steven Bartlett

    host
  • Narrator

    other

EPISODE SUMMARY

In this episode of The Diary of a CEO, featuring Tim Dillon and Steven Bartlett, Tim Dillon (Comedian): The Boomers Are A Selfish Generation And Gen Z Has Exposed Society's Scam! explores Tim Dillon Roasts Generations, Surviving Trauma, And Society’s AI Scam Comedian Tim Dillon traces his journey from closeted gay cocaine addict with a schizophrenic mother to sober, globally touring comic and podcaster, using dark humor as both survival mechanism and craft. He dissects generational behavior, arguing Boomers are selfish but hilarious, Millennials are validation-obsessed, and Gen Z have cleverly exposed work and society as a scam. Dillon reflects on addiction, AA, mental illness, spirituality, and the limits of career success in providing fulfillment, while skewering modern politics, Hollywood, celebrity culture, social media, and AI. Throughout, he defends comedy’s right to be offensive, questions optimism about the future, and shares ambitions to immortalize Boomers in a book and show.

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