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.