David Henzel | Love Over Fear: Radical Entrepreneurship & Life Design

Are your decisions rooted in fear, or guided by love? That single question may define your success in business and beyond.

In this episode of Radical Responsibility, I sit down with David Henzel, a serial entrepreneur and CEO of Upcoach, to explore how this simple shift changes everything: your decisions, your relationships, your leadership, and ultimately, your results.

David’s story spans more than two decades of building and exiting companies, from co-founding MaxCDN in Los Angeles to running a global portfolio of startups today. Along the way, he’s discovered that true success isn’t just about scaling businesses — it’s about aligning vision, mission, and values in a way that empowers both teams and families to thrive.

We dive into why most entrepreneurs get stuck in fear-based choices, how to bring structure and intentionality into every area of life, and what it looks like to treat your personal happiness with the same care and strategy you give your company.This is more than a conversation about business — it’s about designing a life where clarity, connection, and love are at the center.

Key Timestamps:
00:00 Welcome to The Radical Responsibility Podcast
03:25 The journey to becoming an entrepreneur
06:23 Succeeding at entrepreneurship and successful business exits
09:46 Fear-based mistakes that most entrepreneurs make
13:28 Businesses are teams of people playing together
14:45 Every decision in life comes from a place of love and fear
17:04 Running your life like a business – what does this mean?
20:03 Self-regulation and how it affects everything in business and life
22:04 Lessons from MaxCDN’s successful exit
24:10 Downloading your vision, mission, and values to people in your company
31:55 Business acquisitions and the processes behind it
34:26 Lifelong learning, the habit of reading, and connections
35:54 Pre-exit and post-exit of your businesses
41:48 What does the future hold for David Henzel?

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Connect with David Henzel
Love Not Fear: https://lovenotfear.com/
Instagram: https://www.instagram.com/davidhenzel/?hl=en
YouTube: https://www.youtube.com/user/davidhenzel
Facebook: https://www.facebook.com/david.henzel/

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Produced by Evolved Podcasting - www.evolvedpodcasting.com