Ryan Levesque is a 7-time Inc. 5000 CEO & Founder, and 2-time #1 National Best-selling Author. He's generated over $100M in revenue and has successfully sold two of his companies.

His work has been featured in the Wall Street Journal, Harvard Business Review, Forbes, Entrepreneur, and NBC News. Today he serves as a Strategic Advisor to multiple businesses, is working on his next book, and writes a weekly email newsletter “The Digital Contrarian” offering Unconventional Business Wisdom to over 100,000+ subscribers.

In this episode, Chris and Ryan explore the seismic shifts shaping the world today, and what they mean for long-haul leaders and creators.

From economic upheaval to environmental pressure to existential questions raised by AI, Ryan breaks down the "three colliding forces" reshaping life and business as we know it. He also shares why he chose to relocate his family to a 100+ acre farm in Vermont, and how that decision represents more than just a lifestyle choice.

IN THIS EPISODE YOU’LL LEARN:

• The three massive forces (economic, environmental, and existential) colliding right now
• How Ryan is preparing his family for an uncertain future
• Why a return to nature, simplicity, and “what’s real” is both a personal and business strategy
• How Ryan blends hands-in-the-dirt farming with high-level digital entrepreneurship
• Why doing the unscalable thing may be the smartest move you can make today

EPISODE TIMESTAMPS:

• 04:39 - The Changing World Order
• 06:01 - Economic Forces and Big Debt Cycles
• 10:33 - Environmental Forces and Climate Change
• 14:20 - Navigating the Future: Strategies and Concerns
• 15:53 - Balancing Optimism and Fear in the Age of AI
• 20:33 - Entrepreneurs and AI: Embracing Opportunities
• 24:56 - Transitioning to a Rural Lifestyle
• 30:35 - Balancing Modern Skills with Traditional Practices
• 37:00 - The Value of Unscalable Efforts

RESOURCES MENTIONED IN THIS EPISODE:

• Pre-Order The Long-Haul Leader
• Connect with Chris on Instagram
• Subscribe to Ryan's Newsletter
• Connect with Ryan on Instagram

SUBSCRIBE & 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.

Jenny Wood is a New York Times bestselling author of Wild Courage. She's a speaker, former Google executive, and former Harvard Business School researcher who knows that real success isn’t about following the rules or waiting your turn.

Her practical, no-nonsense approach empowers ambitious people to break the mold, be better leaders, build influence, and reach their full potential.

In this episode, Chris and Jenny dive deep into the realities of building a meaningful business that supports your life, not the other way around.

Jenny shares how her relationship with money and success has shifted since leaving the corporate world, why she’s scaling back on keynote speaking, and the powerful mindset shifts that helped her find peace and profitability in her next chapter.

IN THIS EPISODE YOU’LL LEARN:

• Why success without sustainability isn’t real success
• How Jenny restructured her business model after leaving Google
• A fresh perspective on money, freedom, and what’s “enough”
• How to spot the invisible fears that sabotage progress (failure, uncertainty, judgment)
• How to reclaim traits like selfish, shameless, and manipulative for good
• The one belief she had to unlearn from corporate life to truly thrive

EPISODE TIMESTAMPS:

• 04:10 - From Google Exec to Entrepreneurship
• 08:02 - Rethinking Financial Goals and Business Strategy
• 15:06 - Overcoming Imposter Syndrome and Embracing Shamelessness
• 19:52 - Struggles of Balancing Work and Family
• 22:48 - Prioritizing Mental and Physical Health
• 24:12 - Transitioning from Corporate to Entrepreneurial Life
• 27:21 - Effective Coaching and Building Demand
• 30:31 - Launching Group Coaching Programs
• 35:19 - The Power of Influence and Relationships

RESOURCES MENTIONED IN THIS EPISODE:

• Pre-Order The Long-Haul Leader
• Connect with Chris on Instagram
• Pick Up a Copy of Wild Courage
• Connect with Jenny on LinkedIn

SUBSCRIBE & 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.

Amy Porterfield is an online marketing expert dedicated to helping entrepreneurs achieve success, flexibility, and financial freedom through online business.

Over the past 16 years, she has generated more than $120 million, served 100,000+ students through her signature programs, and empowered hundreds of thousands more through her chart-topping podcast, The Amy Porterfield Show.

She’s a New York Times bestselling author of Two Weeks Notice and has been featured in Forbes, Business Insider, Fast Company, MSNBC, Inc. 5000, and more.

In this episode, Chris and Amy delve into the journey of building purpose-driven, sustainable businesses while managing personal well-being.

From building million-dollar businesses to building homes on 70 acres, Amy opens up about her evolving priorities, embracing personal growth, and redefining success beyond just revenue and recognition. The conversation gets personal, touching on marriage, mental health, aging, boundaries, and the surprising power of saying no.

If you're a purpose-driven entrepreneur navigating growth, change, or burnout, this episode is packed with wisdom you don’t want to miss.

IN THIS EPISODE YOU’LL LEARN:

• Why Amy and Chris are both trading hustle for harmony
• Investing in life coaches, marriage counseling, and physical health to fuel long-term success
• Why more women are thriving in the online business space—and Amy’s role in that movement
• Amy’s honest take on identity shifts, perimenopause, and saying goodbye to people-pleasing

EPISODE TIMESTAMPS:

• 02:20 - Personal and Professional Updates
• 03:39 - Chris's Personal Journey: Introspection and Change
• 08:04 - Amy's New Ventures: Land, Family, and Slowing Down
• 11:03 - Empowering Women in Business: Amy's Mission
• 17:32 - Leadership and Personal Growth
• 19:43 - Marriage Challenges and Counseling
• 21:49 - The Importance of Supportive Partners
• 22:27 - Prioritizing Health and Energy
• 24:19 - Learning to Say No
• 27:04 - Personal Time and Hobbies
• 32:42 - Final Thoughts on Leadership and Legacy

RESOURCES MENTIONED IN THIS EPISODE:

• Pre-Order The Long-Haul Leader
• Connect with Chris on Instagram
• Subscribe to Amy’s Podcast, The Amy Porterfield Show
• Connect with Amy on Instagram

SUBSCRIBE & 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.

Michael Hyatt is the Founder and Chairman of Full Focus.

He has scaled multiple companies over the years, including a $250M publishing company with 700+ employees and his own goal-achievement company. Under his leadership, Full Focus has been featured in the Inc. 5000 list of the fastest-growing companies in America and Inc.’s Best Work Places list.

He is also the author of several New York Times, Wall Street Journal, and USA Today bestselling books, including Your Best Year Ever, Free to Focus, Win at Work and Succeed at Life, and Mind Your Mindset.

In this episode, Chris and Michael have a powerful conversation around what it truly means to succeed over the long-haul.

From turning around a failing division at a publishing company to redefining productivity after a life-altering heart attack, Michael shares the pivotal moments and personal practices that helped him align success with sustainability.

They discuss Michael’s decision to write the foreword for Chris’ latest book, his journey from workaholism to work-life integration, and why legacy is more about impact than remembrance.

Whether you’re leading a business or navigating a season of change, this is one of those must-listen episodes that will challenge your assumptions and inspire your next steps.

IN THIS EPISODE YOU’LL LEARN:

• The personal vow Michael made as a teenager that sparked his early drive
• The hard conversation with his wife that changed everything
• How Michael implemented daily and weekly boundaries with accountability!
• Why success without succession isn’t true success
• How a heart attack led to Michael’s greatest season of clarity and peace

EPISODE TIMESTAMPS:

• 04:19 - The Catalyst for Change
• 09:46 - Work-Life Balance and Boundaries
• 17:03 - Focus and Productivity
• 19:42 - Reflecting on First Meetings and Early Days
• 20:19 - Envisioning the Future: From Blogging to Coaching
• 22:15 - A Life-Changing Health Scare
• 26:13 - Recovery and New Perspectives
• 28:51 - Work-Life Balance and Productivity Insights
• 32:44 - Legacy and Succession Planning
• 35:38 - Finding Happiness at the Lake House

RESOURCES MENTIONED IN THIS EPISODE:

• Pre-Order The Long-Haul Leader
• Connect with Chris on Instagram
• Subscribe to Michael’s Podcast, The Double Win
• Connect with Michael on Instagram
• Learn More About Full Focus
• Rest: Why You Get More Done When You Work Less by Alex Pang

SUBSCRIBE & 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.

Welcome to The Long-Haul Leader podcast, the show for purpose-driven entrepreneurs and industry leaders who are committed to building businesses that last.

Hosted by serial entrepreneur, bestselling author and keynote speaker, Chris Ducker, this brand new podcast dives deep into the truth about sustainable success, and what it really takes to lead with purpose, peace, and profit for the long-haul.

In this trailer episode, Chris shares the story behind the podcast and the mission that drives it. After experiencing major burnout in 2021, Chris took a step back, restructured his businesses, and redefined success on his own terms.

This podcast is born from that journey.

If you’re tired of the hustle culture and quick-fix business advice and you want to lead with clarity, resilience and intention, then this is the podcast for you.

Each week, you’ll hear honest conversations with industry leaders, authors and entrepreneurs who are building legacies, not just revenue spikes.

Expect practical strategies, meaningful insights and real talk about how to lead and live well, without burning out in the process!

RESOURCES MENTIONED IN THIS EPISODE:

• ⁠Pre-Order The Long-Haul Leader book
• Connect with Chris on Instagram

SUBSCRIBE & 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.