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The Existential Entrepreneur

Cassie Paton

Is it just you, or did everyone want to burn their business down last year?

The Existential Entrepreneur is for founders who are questioning their path in a time when everything feels unstable—politically, economically, technologically, and personally.

Hosted by Cassie Paton (brand strategist and yoga teacher), this podcast explores the existential side of entrepreneurship: identity, purpose, reinvention, burnout, and the tension between building something impressive and building something honest.

Through thoughtful meditations and conversations with business owners in the messy middle (not just the 6- and 7-figure highlight reels), we'll unpack what it actually looks like to evolve your work as you evolve yourself.

If you've ever gone from asking “How do I grow?” to “What’s the point?”... you're in the right place.
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  • 3 episodes
  • Avg 11 min
  • English

Episodes 3

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  • S1 · E2
    October 8 · 23 min

    What is your work actually for?

    What if the thing your business needs isn’t more, but less? In this episode of The Existential Entrepreneur, I’m exploring purpose, work, and what happens when the goals you’ve been chasing no longer feel like your own. We’ll get into the “black hole purse” of accumulated offers, strategies, expectations, and good-enough things that are surprisingly hard to let go of. I’ll also share how teaching yoga changed the way I saw my own work, and why I’ve become less interested in finding one grand purpose than in asking a more practical question: What do I actually need my work to give me? Maybe meaning isn’t something we find by searching for more. Maybe it’s something we uncover by paying attention to what matters... and having the courage to arrange our lives accordingly. Mentioned in this episode: Hunter S. Thompson’s 1958 letter on finding purpose and choosing a way of life rather than conforming yourself to a predetermined goal The Bhagavad Gita and the teaching that one’s own dharma (or purpose), even imperfectly lived, is preferable to perfectly following someone else’s path Let's keep the conversation going What are you carrying in your business—or your life—that you’re questioning or reimagining right now? I’d genuinely love to hear. Reach out at cassie@cassiepaton.com. If you’d like to hear about new episodes (and get the occasional existential dispatch in your inbox), join my email list. Links: Brand strategy at Mettle & Tonic Yoga at Throughline Yoga with Cassie Connect with me on LinkedIn or Instagram Theme music: Shangri-la by John Mancini Band. Used with permission.

  • S1 · E1
    September 29 · 10 min

    What do you do when your business no longer fits?

    What happens when the business you built no longer fits the person you’ve become? In the first episode of The Existential Entrepreneur, I’m sharing what led me to stop marketing my business and disappear from public view for nearly two years—and why I’m starting this podcast before I know how the story ends. We’ll get into what happens when entrepreneurship becomes about more than running a business—when your work gets tangled up with who you are, what you want, and whether your old definition of success even resonates anymore. This first season is an experiment in living the questions before rushing toward the answers. If you’re deeply invested in your work but questioning your path, you’re in the right place. Let's keep the conversation going What are you carrying in your business—or your life—that you’re questioning or reimagining right now? I’d genuinely love to hear. Reach out at cassie@cassiepaton.com. If you’d like to hear about new episodes (and get the occasional existential dispatch in your inbox), join my email list. Links: Brand strategy at Mettle & Tonic Yoga at Throughline Yoga with Cassie Connect with me on LinkedIn or Instagram Theme music: Shangri-la by John Mancini Band. Used with permission.

  • February 27 · 1 min

    Teaser Trailer: The Existential Entrepreneur

    Is it just you, or did everyone want to burn their business down last year? The Existential Entrepreneur is for founders who are questioning their path in a time when everything feels unstable—politically, economically, technologically, and personally. Hosted by Cassie Paton (brand strategist and yoga teacher), this podcast explores the existential side of entrepreneurship: identity, purpose, reinvention, burnout, and the tension between building something impressive and building something honest. Through thoughtful meditations and conversations with business owners in the messy middle (not just the 6- and 7-figure highlight reels), we'll unpack what it actually looks like to evolve your work as you evolve yourself. If you've ever gone from asking “How do I grow?” to “What’s the point?”... you're in the right place. Season 1 drops this fall. Follow along. Let's keep the conversation going What are you carrying in your business—or your life—that you’re questioning or reimagining right now? I’d genuinely love to hear. Reach out at cassie@cassiepaton.com. If you’d like to hear about new episodes (and get the occasional existential dispatch in your inbox), join my email list. Links: Brand strategy at Mettle & Tonic Yoga at Throughline Yoga with Cassie Connect with me on LinkedIn or Instagram Theme music: Shangri-la by John Mancini Band. Used with permission.

Showing 1–3 of 3 episodes