49 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
    • 5.0 • 103 Ratings

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.

    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.

    ⁠⁠⁠⁠⁠🐦 Twitter⁠⁠⁠⁠⁠

    ⁠⁠⁠⁠⁠📸 Instagram⁠⁠⁠⁠⁠

    ⁠⁠⁠⁠⁠💼 LinkedIn⁠⁠⁠⁠⁠

    ⁠⁠⁠⁠⁠🌍 RadReads Blog⁠⁠⁠⁠⁠

    ⁠⁠⁠⁠⁠🎥 TikTok⁠⁠⁠⁠⁠

    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

    ⁠⁠⁠⁠⁠📸 Instagram⁠⁠⁠⁠⁠

    ⁠⁠⁠⁠⁠💼 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
    Do you need an MBA? [Jack Raines]

    Do you need an MBA? [Jack Raines]

    The traditional way of getting a great job is being turned upside down. Social media, personal brands and a digital portfolio of work now play a key role in landing your dream job. Today’s guest has harnessed both paths. He’s a Columbia MBA grad starting a new division within RobinHood. He’s also the world’s greatest LinkedIn shitposter. You’ll learn about networking online, the power of satire and how to de-risk a sabbatical. [Episode 45]

    Jack Raines is a writer and Associate Editor at Sherwood Media (a division of RobinHood).

    LEARN MORE ABOUT JACK
    ▸ Jack's X/Twitter
    ▸ Jack's Instagram



    REFERENCES FROM THE SHOW

    ▸ How I Lost $150K in a Day
    ▸ Litquidity on Instagram

    —-

    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

    • 1 hr 2 min
    How do you come up with business ideas? [Steph Smith]

    How do you come up with business ideas? [Steph Smith]

    The Internet has created a gold mine of opportunity. You can use it to find your next job. Or business idea. The crazy part is that people are telling you — through Google searches, Reddit Posts and social media — what they actually care about. And you can use that information to come up become an idea machine. [Episode 44]

    Steph Smith is a growth marketer, indie creator, and data fanatic. She currently hosts the a16z Podcast at Andreessen Horowitz.


    Links:

    • Steph's website

    • a16z Podcast

    • ⁠Internet Pipes⁠ (Use code DEEPEND for 50% discount)


    References from the show:

    • Reddit analysis tool
    • Answer the Public

    —-

    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

    • 54 min
    What does it mean to be Asian? [Khe Hy]

    What does it mean to be Asian? [Khe Hy]

    I’ve been told I look Brazilian, Greek and Hawaiian. I relished it because I didn’t want to be called Asian. Especially not in 80s and 90s, where the stereotypes of docile nerds (who like math and kung fu) reigned supreme. Now at age 44, not only are Asian men having a “moment” — I’ve gone inwards to reevaluate my identity, heritage and how this has catalyzed a new lens on service. [Episode 43]


    —-

    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

    • 58 min

Customer Reviews

5.0 out of 5
103 Ratings

103 Ratings

DJ😄25 ,

Insightful and Impactful

I have just begun listening to this show, and I have to say that it is incredibly thought-provoking and entertaining while simultaneously managing to be grounded. Mr. Hy has accomplished a great many things in his life, and often times, people who have accomplished as much as Mr. Hy come off like they are above you. However, Mr. Hy comes off more like a good friend offering guidance. I highly recommend this podcast.

whenismikkel ,

Modern day existentialism

It’s like listening to my smart friends discuss ordinary, extremely relatable things. Love this show and I love Khe’s sincerity.

Vinamrata ,

Huge fan of this podcast

I came across this podcast on Twitter and absolutely loved it. Some of my favorite episodes are when Khe talks about his own journey, very open with where he’s been, the things he’s wrestling with, and where he’s trying to go. I also love the themes of the episodes and the quality of the guests that are brought on (one of the episodes I consistently send to my friends is the one about status games). Definitely give this one a listen!

Top Podcasts In Education

The Mel Robbins Podcast
Mel Robbins
The Jordan B. Peterson Podcast
Dr. Jordan B. Peterson
By All Accounts. . .
ACCA
The Rich Roll Podcast
Rich Roll
Mick Unplugged
Mick Hunt
TED Talks Daily
TED

You Might Also Like

How I Write
David Perell
The Morgan Housel Podcast
Morgan Housel
Invest Like the Best with Patrick O'Shaughnessy
Colossus | Investing & Business Podcasts
The Tim Ferriss Show
Tim Ferriss: Bestselling Author, Human Guinea Pig
MoneyWise
Hampton
The Knowledge Project with Shane Parrish
Farnam Street, Shane Parrish