Million Dollar Coach: How To Be A Great Leader | Dan Putt | 110 episode artwork

EPISODE · Jan 8, 2026 · 1H 5M

Million Dollar Coach: How To Be A Great Leader | Dan Putt | 110

from The Nathan Barry Show · host Nathan Barry

Steering a company from nascent idea to multi-million dollar revenue is rarely a smooth ride. Often, it's a journey fraught with uncertainty, tough decisions, and the internal battles no one sees. For Nathan, the guiding hand through much of this journey has been his coach, Dan Putt. As a co-founder of Reboot, Dan has spent years working with leaders and executives, helping them navigate growth without losing themselves in the process. In this episode, Dan shares not only his unique coaching philosophy - which emphasizes a deep, inside-out understanding of oneself, but also practical tools and frameworks that address common founder sticking points like imposter syndrome, the fear of conflict, and the allure of the "magic bullet" solution. Get ready to rethink your approach to leadership and personal development.Timestamps:00:00 Introduction02:23 Dan's coaching philosophy04:36 The Greek God CEO and imposter syndrome07:11 The "have to" versus "get to" reframe10:00 What problems say about identity12:56 Listening to understand: Beyond the words15:46 Inside-out leadership development18:31 The challenge of competitive responses21:52 Journaling for self-discovery25:21 Practical tips for consistent journaling28:11 Getting clear on what you truly want30:26 The "loyal soldier" concept33:53 How personal traits drive ambition38:39 The shift from "need" to "want"41:43 Conflict as progress and care45:34 Tools for navigating conflict50:47 The "net" framework for communication52:23 Avoiding problems vs. facing them55:29 The temptation of the "magic bullet"59:08 Feeling the fear without dwelling1:01:21 The tantruming toddler metaphor for anxiety1:03:00 Leading with curiosity, not fearIf you enjoyed this episode, please like and subscribe, share it with your friends, and leave a review. I read every single one.Learn more about the podcast: https://nathanbarry.com/showFollow Nathan:Instagram: https://www.instagram.com/nathanbarryLinkedIn: https://www.linkedin.com/in/nathanbarryX: https://twitter.com/nathanbarryYouTube: https://www.youtube.com/@thenathanbarryshowWebsite: https://nathanbarry.comKit: https://kit.comFollow Dan:Website: https://danputt.comLinkedIn: https://www.linkedin.com/in/danputtX: https://twitter.com/danputtCompany Website: https://reboot.ioFeatured in this episode:Kit: https://www.kit.comReboot.io: https://reboot.ioThe Artist's Way by Julia Cameron: https://juliacameronlive.com/books/the-artists-way750words.com: https://750words.comThe Obstacle Is the Way by Ryan Holiday: https://ryanholiday.com/books/the-obstacle-is-the-wayExtreme Ownership by Jocko Willink: https://echelonfront.com/Extreme-OwnershipHighlights:02:47 Understanding the spectrum of coaching approaches08:24 The danger of linking self-worth to problems13:44 The wisdom found at the emotional level23:25 The clarifying power of daily journaling34:05 How the "loyal soldier" shapes our drives45:51 Why true care often requires conflict53:49 Facing uncomfortable feelings builds resilience1:01:05 Approaching anxiety like a tantruming child1:03:54 Shifting from fear to wonder for better leadership

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Million Dollar Coach: How To Be A Great Leader | Dan Putt | 110

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