What if the very thing you think is preserving your legacy is actually destroying it?

Drawing from his experience as a fourth-generation leader of a 100-year-old company, Adam Hill reveals why the traditional focus on preservation is creating a "legacy trap" that's dooming families to the three-generation curse.

This isn't just theory. It's hard-won wisdom from someone who watched his own family business nearly collapse under the weight of trying to preserve what was–instead of preparing what could be.

Discover why 70% of family businesses fail to transition to the second generation, how the hero's journey applies to family legacy, and the critical difference between creating mythology versus building a blueprint for the future.

If you're a family business leader worried about succession, this episode will fundamentally shift how you think about preparing the next generation.

0:00 Introduction

6:45 The Legacy Trap That Nearly Destroyed Our Business

9:12 Why 70% of Family Businesses Fail by Generation Two

12:30 Preservation vs. Preparation: The Critical Difference

15:18 The Sacred Cow Problem in Multi-Generational Companies

18:45 Why Value Creation Is the True Foundation of Legacy

21:33 Individual Legacy vs. Collective Legacy

23:20 The Hero's Journey and Family Business Succession

Resources Mentioned:

📚 “The Hero's Journey” by Joseph Campbell: https://a.co/d/64dkfvZ

📧 Contact Adam to request a free 90-minute EOS workshop: adam.hill@eosworldwide.com

Follow Adam:

IG: @theadamchill

YouTube: @adamchill

LinkedIn: https://www.linkedin.com/in/adamchill

What happens when you achieve everything you thought you wanted in your 20s…but feel completely unfulfilled?

Cathy Christen, founder of Elevated You, co-founder of GoBundance Women, and bestselling author of "Life as a Masterpiece," thought she had it all figured out by 25. Multiple six-figure income, broken records, outward success—but inside she was lonely, exhausted, and questioning everything.

Her transformation from workaholic achiever to intentional leader offers a masterclass in building life and business with purpose. Discover how she shifted from "everything in her head" to documented systems that freed up six months of travel time per year, why treating employees like family might be sabotaging your culture, and how to develop people who can be better than you.

0:35 Introduction

2:51 The Catalyst: Achievement Without Fulfillment

7:39 How Cutco Shaped Her Leadership Foundation

15:37 The Great Shift: From Hustle to Systems

29:28 From Operator to True Business Owner

30:31 Developing Women Leaders in Male-Dominated Industries

41:25 Finding Your Tribe: The GoBundance Story

47:01 Raising Kids in Abundance vs. Poverty Mindset

Resources Mentioned:

📚 "Life as a Masterpiece" by Cathy Christen

🌐 GoBundance Women: https://www.gobundancewomen.com

🌐 Cathy's website: https://www.cathychristen.com

🌐 Elevated You: https://elevatedyou.org/

📧 Contact Adam to request a free 90-minute EOS workshop: adam.hill@eosworldwide.com

Follow Adam:

IG: @theadamchill

YouTube: @adamchill

LinkedIn: https://www.linkedin.com/in/adamchill

How do you transform from the family business's biggest skeptic into its most passionate advocate?

Kevin Tsao, Chief Sustainability Officer of Eno Brands, a fashion jewelry manufacturing company, didn't just resist the family business—he rejected it outright. But sometimes our strongest resistance reveals our deepest calling.

In this powerful conversation, Kevin shares his transformation from a state government employee who vehemently opposed joining the family business to a leader who has found his purpose in community building and sustainability.

Discover how he shifted the narrative from "Joyce's son" to a respected leader, why treating employees as "family" might not be the best approach, and how he's preparing for the next generation without repeating the pressures he once faced.

This episode is a masterclass in finding your authentic path within a family legacy and turning resistance into purpose.

0:04 Introduction and Initial Resistance

3:21 The Immigrant Journey

7:39 Overcoming Fear and Finding Logic

11:52 Starting as a Receptionist: Earning Respect

16:18 The Hidden Value of Small Family Businesses

19:22 Redefining "Family" in Family Business

25:05 The Manufacturing Journey from Taiwan to China

28:00 Navigating Succession and Geographic Challenges

31:47 Adapting to Tariffs and Global Changes

36:22 Breaking Through the Leadership Plateau

42:40 From CEO to Chief Sustainability Officer

46:22 Building Legacy for the Next Generation

Resources Mentioned:

📧 Kevin’s email: kevin@enobrands.com

🌐 Kevin’s LinkedIn: https://www.linkedin.com/in/kevin-tsao28/

🌐 Kevin’s Company - Eno Brands: https://www.enobrands.com/

📧 Contact Adam to request a free 90-minute EOS workshop: adam.hill@eosworldwide.com

Follow Adam:

IG: @theadamchill

YouTube: @adamchill

LinkedIn: https://www.linkedin.com/in/adamchill