The Entrepreneur's Guide to Family Time with Ryan Deiss

Ryan Deiss is the Founder and CEO of The Scalable Company (Scalable.co), DigitalMarketer.com, and a Founding Partner at Scalable Equity, LLC, a venture equity accelerator that builds and acquires B2B media, service, and software brands.In his 20+ year career as a serial entrepreneur, investor, and advisor, Ryan has started 17 companies, exited 4, and his portfolio of companies generated in excess of $200M in revenue last year, alone. As one of the most respected minds in digital marketing, Ryan continues to shape the way entrepreneurs grow smarter, scale sustainably, and lead better.In this episode, Chris and Ryan discuss the napkin moment that completely transformed Ryan's approach to business, and ultimately became the foundation for one of the most widely adopted marketing frameworks in the world.He also opens up about redefining success after multiple exits, and the lessons that helped him prioritize purpose and family without losing his entrepreneurial edge.This episode is a deep dive into what it really takes to build lasting success, without losing sight of what matters most.IN THIS EPISODE YOU’LL LEARN:The story behind Ryan’s “million-dollar napkin” and how simplicity became his superpowerWhy most entrepreneurs overcomplicate their businesses and how to fix itThe two turning points that shaped Ryan’s journey through burnout and backHow to set calendar-based boundaries that protect your time and familyThe “Big 3” habit that keeps Ryan consistent and focused every weekEPISODE TIMESTAMPS:02:38 - Ryan's Early Business Journey05:45 - The Million Dollar Napkin10:55 - Balancing Business and Family Life15:50 - Setting Boundaries for Personal and Professional Success21:11 - Flexible Time Blocking Strategies22:13 - Personal Habits and Routines23:49 - Weekly and Quarterly Reviews30:34 - Avoiding Burnout34:24 - Celebrating Wins and Learning from MistakesRESOURCES MENTIONED IN THIS EPISODE:Get Your Copy of The Long-Haul LeaderConnect with Chris on InstagramCheck Out Scalable CoConnect with Ryan on InstagramSUBSCRIBE & REVIEW:Be sure to subscribe and leave a review on Apple Podcasts (or your favorite podcast player) — it helps more long-haul leaders like you discover the show and join the journey.Thanks for listening to The Long-Haul Leader podcast. See you next week with more insights to help you lead with purpose, resilience, and impact.