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Where Is Simon Going? with journalist Cal Fussman | A Bit of Optimism Podcast

Sometimes in life, we must stop and ask ourselves, “Where am I going next?” Other times, it’s more fun to do a podcast takeover. No one has ever interviewed me quite like Cal Fussman. Cal has a gift – he pulls things out of you that you didn’t even know were there. A prolific Writer At Large for Esquire, Cal has interviewed legends like Muhammad Ali and Mikhail Gorbachev, and he’s the host of the podcast Big Questions. So, to mark 15 years since writing Start With Why, I invited Cal to take over my podcast and ask me the questions I don’t usually get asked. Cal did get me to open up in this conversation, but not in the way you might expect. We talk about where I’ve been, where I’m going, the infinite game, creativity in AI…and why I’ve become so obsessed with friendship lately. This…is A Bit of Optimism. For more on Cal and his work, check out: https://www.calfussman.com/podcast/ ⏰ Timestamps 0:00 How Simon met Cal 9:36 The evolution of the news media 14:49 Fear and AI 24:40 ChatGPT's opinion on Simon Sinek 29:57 AI Therapists 41:05 Simon has an epiphany + + + Simon is an unshakable optimist. He believes in a bright future and our ability to build it together. Described as “a visionary thinker with a rare intellect,” Simon has devoted his professional life to help advance a vision of the world that does not yet exist; a world in which the vast majority of people wake up every single morning inspired, feel safe wherever they are and end the day fulfilled by the work that they do. Simon is the author of multiple best-selling books including Start With Why, Leaders Eat Last, Together is Better, and The Infinite Game. + + + Website: http://simonsinek.com/ Live Online Classes: https://simonsinek.com/classes/ Podcast: http://apple.co/simonsinek Instagram: https://instagram.com/simonsinek/ Linkedin: https://linkedin.com/in/simonsinek/ Twitter: https://twitter.com/simonsinek Facebook: https://www.facebook.com/simonsinek Simon’s books: The Infinite Game: https://simonsinek.com/books/the-infinite-game/ Start With Why: https://simonsinek.com/books/start-with-why/ Find Your Why: https://simonsinek.com/books/find-your-why/ Leaders Eat Last: https://simonsinek.com/books/leaders-eat-last/ Together is Better: https://simonsinek.com/books/together-is-better/ + + + #SimonSinek

Simon SinekguestCal Fussmanhost
May 13, 202551mWatch on YouTube ↗

Episode Details

EPISODE INFO

Released
May 13, 2025
Duration
51m
Channel
Simon Sinek
Watch on YouTube
▶ Open ↗

EPISODE DESCRIPTION

Sometimes in life, we must stop and ask ourselves, “Where am I going next?” Other times, it’s more fun to do a podcast takeover. No one has ever interviewed me quite like Cal Fussman. Cal has a gift – he pulls things out of you that you didn’t even know were there. A prolific Writer At Large for Esquire, Cal has interviewed legends like Muhammad Ali and Mikhail Gorbachev, and he’s the host of the podcast Big Questions. So, to mark 15 years since writing Start With Why, I invited Cal to take over my podcast and ask me the questions I don’t usually get asked. Cal did get me to open up in this conversation, but not in the way you might expect. We talk about where I’ve been, where I’m going, the infinite game, creativity in AI…and why I’ve become so obsessed with friendship lately. This…is A Bit of Optimism. For more on Cal and his work, check out: https://www.calfussman.com/podcast/ ⏰ Timestamps 0:00 How Simon met Cal 9:36 The evolution of the news media 14:49 Fear and AI 24:40 ChatGPT's opinion on Simon Sinek 29:57 AI Therapists 41:05 Simon has an epiphany + + + Simon is an unshakable optimist. He believes in a bright future and our ability to build it together. Described as “a visionary thinker with a rare intellect,” Simon has devoted his professional life to help advance a vision of the world that does not yet exist; a world in which the vast majority of people wake up every single morning inspired, feel safe wherever they are and end the day fulfilled by the work that they do. Simon is the author of multiple best-selling books including Start With Why, Leaders Eat Last, Together is Better, and The Infinite Game. + + + Website: http://simonsinek.com/ Live Online Classes: https://simonsinek.com/classes/ Podcast: http://apple.co/simonsinek Instagram: https://instagram.com/simonsinek/ Linkedin: https://linkedin.com/in/simonsinek/ Twitter: https://twitter.com/simonsinek Facebook: https://www.facebook.com/simonsinek Simon’s books: The Infinite Game: https://simonsinek.com/books/the-infinite-game/ Start With Why: https://simonsinek.com/books/start-with-why/ Find Your Why: https://simonsinek.com/books/find-your-why/ Leaders Eat Last: https://simonsinek.com/books/leaders-eat-last/ Together is Better: https://simonsinek.com/books/together-is-better/ + + + #SimonSinek

SPEAKERS

  • Simon Sinek

    guest

    Author and speaker known for Start With Why and The Infinite Game, focusing on leadership and optimism.

  • Cal Fussman

    host

    Journalist and interviewer who hosts conversations with notable figures.

EPISODE SUMMARY

In this episode of Simon Sinek, featuring Simon Sinek and Cal Fussman, Where Is Simon Going? with journalist Cal Fussman | A Bit of Optimism Podcast explores simon Sinek on AI, media, and his next book: friendship. Simon Sinek and Cal Fussman explore how people mistakenly tie identity and worth to titles and accomplishments, making reinvention painful when industries change.

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