52 episodes

Here’s a scary fact about adulthood. We stop asking questions. We lose the playful curiosity and creativity that we had as children. And it’s a shame. Questions are gateways to our deepest desires, insecurities and dreams. Reflecting on a deep question takes us one step closer to a life well-lived. Each week, we’ll ponder and debate one of life’s thorniest questions. We’ll explore ambition, careers, money, relationships, productivity and psychology — all in the pursuit of living an Examined Life.

The Examined Life Khe Hy

    • Education

Here’s a scary fact about adulthood. We stop asking questions. We lose the playful curiosity and creativity that we had as children. And it’s a shame. Questions are gateways to our deepest desires, insecurities and dreams. Reflecting on a deep question takes us one step closer to a life well-lived. Each week, we’ll ponder and debate one of life’s thorniest questions. We’ll explore ambition, careers, money, relationships, productivity and psychology — all in the pursuit of living an Examined Life.

    How do I get started with AI? [Dan Shipper]

    How do I get started with AI? [Dan Shipper]

    Do you feel like AI is a solution in search of a problem? I used to feel the same way. ChatGPT was basically a glorified search engine for me. I'd ask it things like "how do I make the fluffiest pancakes?" But after talking to AI expert Dan Shipper, I realized I was just scratching the surface. Dan showed me how to use AI to negotiate with vendors, understand dense books, compress information into tweets and so much more. [Episode 51]


    Learn more about Dan:

    • Dan's Instagram

    • Dan's X/Twitter

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    Podcast art by Nate Kadlac, photography by Henry Thong

    • 56 min
    Should we fear death? [Maura Ball]

    Should we fear death? [Maura Ball]

    Death is scary. We don't want to think about the infinite unknown. And being a speck not more than star dust. But what if contemplating death is the way you live a fuller, more purposeful and happy life? [Episode 50]


    Maura is the founder of Hello Mortal a platform dedicated to familiarizing us with the great unknown.

    Learn more about Maura:

    • Maura's X/Twitter



    References from the show:

    • The Denial of Death by Ernest Becker

    • The Five Invitations by Frank Ostaseski

    • A Beginner's Guide to the End by Dr. BJ Miller

    • The Lily House



    —-

    JOIN OUR GROUP COACHING COHORTS:

    Are you looking to ask deep, introspective and provocative questions about your own life (with Khe and likeminded peers)

    ⁠⁠⁠⁠⁠Apply today⁠⁠⁠⁠⁠

    —-

    BECOME A RADREADER:

    📩 ⁠⁠⁠⁠⁠Join 50,000+ ambitious professionals⁠⁠⁠⁠⁠ for our weekly essays on productivity, money and career.

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    Podcast art by Nate Kadlac, photography by Henry Thong

    • 56 min
    How’s life after Wall Street? [Khe Hy]

    How’s life after Wall Street? [Khe Hy]

    2015. German Chancellor Angela Merkel was the Person of the Year, Instagram Stories didn’t exist and Uptown Funk was the most popular song in the country. And I left Wall Street with a newborn daughter and no real plan. In the past 9 years, I’ve learned about money, envy, simplicity and relationships. And I want to share all of it with you. [Episode 49] 

    —-

    JOIN OUR GROUP COACHING COHORTS:

    Are you looking to ask deep, introspective and provocative questions about your own life (with Khe and likeminded peers)

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    BECOME A RADREADER:

    📩 ⁠⁠⁠⁠⁠Join 50,000+ ambitious professionals⁠⁠⁠⁠⁠ for our weekly essays on productivity, money and career.

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    Podcast art by Nate Kadlac, photography by Henry Thong

    • 1 hr
    Does money ruin kids? [Michael Perry]

    Does money ruin kids? [Michael Perry]

    Imagine being unable to afford a cup of coffee in your 20s. Then being able to afford the entire coffee shop in your 30s. Some “money issues” may arise — particularly for the next generation. Michael Perry had a big exit to Shopify but describes his struggles with self-hatred, not showing up well as a dad and helping his kids become resilient and kind humans. [Episode 48]

    Michael Perry is the father of two boys and a serial entrepreneur. He is currently the founder of Maple.

    Learn more about Michael:

    • LinkedIn



    —-

    JOIN OUR GROUP COACHING COHORTS:

    Are you looking to ask deep, introspective and provocative questions about your own life (with Khe and likeminded peers)

    ⁠⁠⁠⁠⁠Apply today⁠⁠⁠⁠⁠

    —-

    BECOME A RADREADER:

    📩 ⁠⁠⁠⁠⁠Join 50,000+ ambitious professionals⁠⁠⁠⁠⁠ for our weekly essays on productivity, money and career.

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    Podcast art by Nate Kadlac, photography by Henry Thong

    • 1 hr 2 min
    Do you belong in an open relationship? [Suzi Sosa]

    Do you belong in an open relationship? [Suzi Sosa]

    5% of Americans are in open relationships. I used to think that this world was for hot 20-somethings frolicking around house parties. Whether it’s open marriages, swinging or polyamory — the taboo is lifting and trend is definitely coming to a gentrified neighborhood near you. What’s most fascinating? For these relationships to succeed, you need a strong sense of self, the streak of non-conformity and deep trust in your partner. [Episode 47]

    Suzi Sosa is a serial entrepreneur.



    Learn more about Suzi:

    • Suzi's Instagram



    References from the show:

    • How did polyamory become so popular?

    • Polyamory, the Ruling Class’s Latest Fad
    • An update to the map of non-monogamy

    • Mating in Captivity by Esther Perel

    • Sex at Dawn by Christopher Ryan
    • Miss Jaiya Program
    • Where Should We Begin? A Game of Stories (Esther Perel)


    —-

    JOIN OUR GROUP COACHING COHORTS:

    Are you looking to ask deep, introspective and provocative questions about your own life (with Khe and likeminded peers)

    ⁠⁠⁠⁠⁠Apply today⁠⁠⁠⁠⁠

    —-

    BECOME A RADREADER:

    📩 ⁠⁠⁠⁠⁠Join 50,000+ ambitious professionals⁠⁠⁠⁠⁠ for our weekly essays on productivity, money and career.

    ⁠⁠⁠⁠⁠🐦 Twitter⁠⁠⁠⁠⁠

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    ⁠⁠⁠⁠⁠💼 LinkedIn⁠⁠⁠⁠⁠

    ⁠⁠⁠⁠⁠🌍 RadReads Blog⁠⁠⁠⁠⁠

    ⁠⁠⁠⁠⁠🎥 TikTok⁠⁠⁠⁠⁠

    Podcast art by Nate Kadlac, photography by Henry Thong

    • 59 min
    What are psychedelics like? [Khe Hy]

    What are psychedelics like? [Khe Hy]

    My wife and I did a guided psychedelic journey together. It was fully-assisted and we put on sleeping masks and went inward. It showed me so much about my emotional distancing, inner critic, people pleasing tendencies and why deep inside I’m nothing but a squishy loveball.
    [Episode 46]

    —-

    JOIN OUR GROUP COACHING COHORTS:

    Are you looking to ask deep, introspective and provocative questions about your own life (with Khe and likeminded peers)

    ⁠⁠⁠⁠⁠Apply today⁠⁠⁠⁠⁠

    —-

    BECOME A RADREADER:

    📩 ⁠⁠⁠⁠⁠Join 50,000+ ambitious professionals⁠⁠⁠⁠⁠ for our weekly essays on productivity, money and career.

    ⁠⁠⁠⁠⁠🐦 Twitter⁠⁠⁠⁠⁠

    ⁠⁠⁠⁠⁠📸 Instagram⁠⁠⁠⁠⁠

    ⁠⁠⁠⁠⁠💼 LinkedIn⁠⁠⁠⁠⁠

    ⁠⁠⁠⁠⁠🌍 RadReads Blog⁠⁠⁠⁠⁠

    ⁠⁠⁠⁠⁠🎥 TikTok⁠⁠⁠⁠⁠

    Podcast art by Nate Kadlac, photography by Henry Thong

    • 35 min

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