How to Get Rich in 2025! $25M Property Portfolio vs $560M Startup - Real Estate or Business? Jack Henderson vs Charlie Gearside Debate!

How to Get Rich in 2025! $25M Property Portfolio vs $560M Startup - Real Estate or Business? Jack Henderson vs Charlie Gearside Debate!

From Chew the Fat by Kinso

August 4, 2025 · 55 min

About this episode

A debate between Jack Henderson and Charlie Gearside on the best way to get rich in 2025 through real estate or business.

This is an emergency debate on the best way to get rich in 2025... real estate or business? $25M+ property portfolio owner vs the $560M co-founder of Eucalyptus went head to head. Jack Henderson built a $25M+ property portfolio by the age of 27 and now runs a 120 employee property buyers agency. Charlie Gearside co-founded Eucalyptus, a healthtech company valued at over $560M. Both have made a lot of money, but they disagree with the method to get rich in 2025. In this episode of Chew the Fat , Jack and Charlie go head-to-head on: - Why most people suck at business (and should stick to houses) - Why property is making Australia dumber - The reason our tax system punishes entrepreneurs - And what actually holds people back: mortgages, culture, or fear This is the real conversation about wealth, risk, and what Australia needs moving forward.

People in this episode

Host: Kinso

Guests: Jack Henderson, Charlie Gearside

Topics covered

  • wealth
  • real estate
  • business
  • entrepreneurship
  • debate
  • investment

Keywords

  • wealth
  • real estate
  • business
  • investment
  • entrepreneurship
  • property portfolio
  • startup

Mentioned in this episode

Organizations: Eucalyptus

Places: Australia

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