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Matt drops a big reveal... What follows is a raw and reflective conversation with Rich and Spilly about walking away from ventures you no longer love, the emotional weight of ownership, and building something that aligns with who you are. From Rogue Heroes to Rogue Entrepreneurs, this episode dives into community, relevance, and what it means to create work that matters.

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Tailwind Talks is a podcast for high-performing professionals who want to build...

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In this episode of The Threshold Podcast, Matt and Spilly dive deep into the mindset of success, wealth, and the hidden rules of elite networks. From exclusive Porsche buyer clubs to billionaires measuring wealth on a ski lift, they explore how scarcity, connections, and sheer perseverance shape financial and personal success. They also tackle a fundamental question—how much is enough? Whether you're hustling for growth, building your network, or just figuring out your next move, this episode will challenge your perspective on success, scale, and finding balance in the game of life.

Listen on: Apple Podcasts Spotify

Tailwind Talks is a podcast for high-performing professionals who want to build...

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In this episode of The Threshold, Matt, Rich Mulholland, and Brent (Spilly) Spilken dive into the constant push and pull between growth, fulfillment, and the value of time. Rich reflects on the irony of always wanting more work when it's quiet and craving downtime when overwhelmed. Brent faces a tough decision—firing long-time clients who are no longer aligned with his business goals. Meanwhile, Matt openly considers selling his business as he wrestles with burnout, leverage, and what truly brings him joy.

The trio explores the challenge of balancing ambition with sustainability, the concept of "fewer, better" in business and life, and the idea that work should eventually shift from necessity to purpose. They also discuss the long-term implications of AI, financial freedom, and whether wealth in the future will be measured in money or relevance.

If you've ever wondered how to redefine success, step into The Threshold with us.

Listen on: Apple Podcasts Spotify

Tailwind Talks is a podcast for high-performing professionals who want to build...

Listen on: Apple Podcasts Spotify

Support the show