Episode 003: The Ultimate Leverage: Tragedy, Trust, and the Walk Away Mindset with Andy Westmaas

Episode Summary:
What if the worst day of your life gave you the greatest leverage in your business?

In this episode, we sit down with Andy Westmaas, a veteran entrepreneur with a 40-year career spanning executive non-profit fundraising to building an e-commerce empire that sits in the top 5% of Amazon sellers. Andy recently made headlines in his own life by acquiring an award-winning toy company with a Shark Tank pedigree—but the road to success wasn't paved with simple wins.

Andy opens up about the "earth-shaking" decision to dismantle his high-performing internal prep team to move to a 3PL, a move driven by the need to reclaim his time and focus on his true "zone of genius": sales and buying. We also dive deep into the dynamics of running a multi-million dollar business with a spouse, exploring the "Visionary vs. Integrator" relationship that allows him and his wife, Michelle, to thrive.

But the heart of this conversation lies in Andy’s concept of "Walk Away Power." forged through the 15-year battle and eventual loss of his son, Jacob, to mental health struggles. Andy shares how this profound personal tragedy taught him to hold business outcomes loosely, giving him an unshakeable edge in negotiation and leadership.

In this episode, we cover:
  • The Pivot: Why Andy shut down a successful internal warehouse operation to outsource to a 3PL.
  • Walk Away Power: How deep personal loss reframed Andy's perspective on risk, negotiation, and success.
  • Spousal Partnerships: Navigating the "Visionary vs. Integrator" dynamic and why complementary weaknesses are key to scaling.
  • Zone of Genius: The difficult decision to "fire yourself" from tasks like repricing and inventory management to focus on revenue-generating activities.
  • Core Values: How to discover (not invent) the values that drive your business decisions.
Timestamps:
  • 00:00 – Intro & Welcome
  • 01:56 – From Non-Profit Executive to E-Commerce Entrepreneur
  • 06:02 – The Shark Tank Connection: Acquiring an Award-Winning Toy Company
  • 10:04 – The "Earth-Shaking" Decision: Shutting Down the Warehouse & Moving to a 3PL
  • 17:35 – Jacob’s Story: Navigating a 15-Year Battle with Mental Health
  • 23:42 – "Walk Away Power": How Tragedy Changed Andy’s Approach to Negotiation
  • 29:46 – Visionary vs. Integrator: The Secret to Working with Your Spouse
  • 32:18 – Discovering Core Values: Why "Trust" and "Fun" Drive the P&L
  • 43:31 – Leadership Lesson: The Danger of Unmet Expectations
  • 51:42Essentialism: Why Andy Fired Himself from Repricing & Inventory
  • 58:15 – The Role of Faith in Business and Resilience
  • 01:06:07 – Andy’s Question for the Next Guest
Resources & Links:
  • Download Andy’s Tribute to Jacob – As mentioned in the outro, this is the raw, moving story Andy wrote about his son. Please have tissues ready.
  • Recommended Reading: Essentialism by Greg McKeown & Buy Then Build by Walker Deibel.
Connect with Andy Westmaas
Connect with Karl Jacobi

Creators and Guests

Karl Jacobi
Host
Karl Jacobi
Host of The Grit Factor Podcast, Resilience & Performance Coach, Founder, Entrepreneur, Combat Veteran
Episode 003: The Ultimate Leverage: Tragedy, Trust, and the Walk Away Mindset with Andy Westmaas
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