Charlie Gearside: Leaving $560M Startup To Reshape Australia’s Future

On today’s episode, we sit down with Charlie Gearside, co-founder of Eucalyptus - one of Australia’s fastest-growing healthtech companies, recently valued at $560 million. After 6 intense years building alongside three close friends, Charlie made the rare move: he walked away.

We explore:

- Why he left Eucalyptus at its peak

- The personal toll of startup life and how therapy helped

- Australia’s cost of living crisis and housing affordability

- The rise of equity as a new wealth path for young Australians

- How culture, media, and politics are shaping our economic future

- Charlie’s vision for Australia — and why he’s turning to content to tell it

This episode is honest, vulnerable, and sharp. If you're a founder, creator, or someone wondering *what’s next for Australia*, this one’s for you.

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00:00 Introduction

00:29 Charlie's Exit from Eucalyptus

01:03 Startup Insights and Equity

01:25 Audience Engagement and Subscription Drive

02:03 Charlie's New Journey and Reflections

04:59 Challenges and Burnout

12:05 Vanta Ad

12:42 Therapy and Self-Discovery

22:01 Australian Startup Ecosystem

22:46 Vision for Australia's Future

30:59 Media's Role in Startup Culture

31:27 Optimism in Tech Journalism

32:24 Challenges for Australian Startups

34:39 Deep Tech and Investment in Australia

36:17 The Brain Drain Dilemma

38:47 Economic and Cultural Impacts

43:20 Encouraging Entrepreneurship

52:41 Balancing Personal Life and Entrepreneurship

55:28 Advice for Aspiring Entrepreneurs

57:47 Future Visions and Political Aspirations

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We are two best friends, trying to build a community around in-depth interviews and short documentaries with the best minds in technology and startups. Through bold storytelling and candid conversations, we explore how visionary thinkers are shaping the future. The best way to support is subscribing, truly it makes all the difference for us 💙