Podcast

A Founder's Life:

Balancing Entrepreneurship, Family, Health, & Fun​

Podcast

A Founder's Life:

Balancing Entrepreneurship, Family, Health, & Fun​

The Four Foundations Every Founder Needs - S5 - E13 - Darryl Heffline

What happens when the identity you built as an entrepreneur suddenly collapses?

In this episode, Darryl Heffline, a 40-year serial entrepreneur, executive, and author, shares the moment he realized he was completely unbalanced, lost, and unprepared for disruption. We talk about career failures, reinvention, family sacrifices, health wake-up calls, and the four foundational pillars Darryl believes every founder must build around: faith, family, fitness, and finances.

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Guest Info

Darryl Heffline is a global operations leader, startup and turnaround specialist, speaker, and author with more than 40 years of experience across Fortune 100 corporations, private equity ventures, and faith-based leadership organizations. His work sits at the intersection of strategy, execution, and human transformation, helping companies unlock growth where others see decline.

Over the course of four decades, Darryl has led operational turnarounds and growth initiatives in 36 countries, revitalizing legacy brands, rebuilding culture, and implementing systems that drive sustainable EBITDA, confidence, and performance. He specializes in helping small and mid-market companies convert untapped potential into measurable profit through disciplined execution and leadership development.

Darryl’s career highlights include growing a business from $6M to $150M in revenue in 36 months, turning a $3M loss into $6M EBITDA in one year, managing a $70M portfolio with double-digit margins, and rebuilding 15 sites across North America into high-performing growth engines. His leadership has also helped teams reduce defects by 43%, improve safety by 33%, and scale startups from zero to $50M in pipeline.

But what drives Darryl isn’t numbers alone; it’s transformation. He has experienced both the highs of landing nine-figure contracts and the humility of company collapse, moments that reshaped his purpose and leadership philosophy. He believes authentic leadership is execution under pressure, not vision under comfort.

Darryl is the author of Shifting Gears at the Crossroads, a practical and reflective guide for founders, leaders, and individuals navigating personal or professional change. Today, he continues to mentor founders, advise leadership teams, and help organizations build momentum that lasts, rooted in clarity, discipline, and purpose.

Show Notes

About this Episode

What happens when the identity you built as an entrepreneur suddenly collapses?

In this episode, Darryl Heffline, a 40-year serial entrepreneur, executive, and author, shares the moment he realized he was completely unbalanced, lost, and unprepared for disruption. We talk about career failures, reinvention, family sacrifices, health wake-up calls, and the four foundational pillars Darryl believes every founder must build around: faith, family, fitness, and finances.

Highlights

Early Career: 40 years as a serial entrepreneur with major wins and failures.

Big Challenge: Losing identity and direction after a business disruption.

Turning Point: Developing a framework to rebuild life, career, and purpose.

Personal Growth: Re-centering on family, health, and faith.

Business Success: Leadership roles across private and corporate environments.

Future Vision: Teaching others how to transform disruption into progress.

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