What if the real flex isn’t how big you build your business, but how fully you live your life while building it?

In this episode, Junaid sits down with entrepreneur and endurance athlete Leo Gestetner, a man who went from being 95 pounds heavier and non-athletic to running marathons, completing triathlons, and building global teams — all while protecting his health, family, and freedom.

Leo breaks down how he shifted from chasing success at all costs to designing a sustainable, balanced life where business fuels his lifestyle instead of consuming it. He shares how he thinks about health span vs. lifespan, why “what gets scheduled gets done” is the most underrated performance hack, and how hitting “the wall” in marathons taught him everything he needed to know about entrepreneurship, failure, and resilience.

If you’ve ever felt guilty for not doing enough, struggled to find time for the gym or family, or wondered whether balance is even possible for ambitious entrepreneurs — this conversation will challenge how you see success, discipline, and your own potential.

In this episode, you’ll learn:

• How a 13-year-old hustler turning one family computer into a business became a lifelong entrepreneur
• Why Leo believes balance is non-negotiable — and what that actually looks like day to day
• The mindset shift that took him from 95 pounds overweight to multiple marathons a year in his 50s
• How to protect your time and energy with one simple rule: what gets scheduled gets done
• Why hitting “the wall” in a marathon is the perfect metaphor for entrepreneurship and failure

Timestamps

[00:00] The question no one asks: What if success is about life, not just scale?
Junaid sets the tone: most entrepreneurs chase growth until they run out of gas — Leo is here to show another way.

[01:20] A 13-year-old and a second-hand computer: the first business
Leo shares how selling his family’s computer led to buying and selling second-hand PCs before the internet even existed.

[02:49] Redefining success: from pure ambition to sustainable ambition
Leo explains why balance — family, health, fun — became more important than just “winning” in business.

[03:55] From 95 pounds overweight to marathons and triathlons in his 50s
The transformation story: how Leo became the fittest he’s ever been later in life, and why he focuses on health span over lifespan.

[06:53] What gets scheduled gets done: the discipline behind balance
Leo breaks down how he protects time for fitness, family, and business — and why entrepreneurs will always “feel busy” if they don’t schedule priorities.

[08:15] Busy vs productive: escaping the trap of constant reactivity
A candid look at being intentional, choosing what really matters, and planning for both business and personal life.

[09:55] The wall: why most people quit and what entrepreneurs must learn from marathoners
Leo shares a powerful quote on “the wall,” why it exists to keep others out, and how it mirrors the hardest moments in building a company.

[17:32] Life as a digital nomad: pacing yourself for the long game
Leo talks about becoming a digital nomad, living across countries, and learning to pause, breathe, and play the long game in life and business.

[19:34] Where to find Leo and what’s coming in Part 2
How to connect with Leo and a teaser for the next conversation on protecting your energy and leading teams without losing yourself.

Guest Links

• Website: https://leogestetner.com
• LinkedIn : https://www.linkedin.com/in/leogestetner/

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