Ep 15 | Jack Delosa - The Entourage: $25m Net Worth by 27, 5x AFR Young Rich List, 1M+ Followers and Creator of Australia’s Largest Business Coaching Brand
The Top 1% PodcastShow Notes
Jack Delosa built a $50M company by 27, lost it all to government regulation changes, accumulated $5M in survival debt - then came back stronger than ever.
In this raw conversation, Australia's most followed business coach shares the brutal reality of scaling, the psychology of success, and why he'll never sell The Entourage despite multiple exit opportunities.
Jack reveals his exact strategy for turning around $5M in debt, why "good times scare the shit out of him," the hiring framework that scales culture from 20 to 40+ employees, and why businesses grow MORE during hard times than easy times. Learn the psychology of the top 1% and their relationship with difficulty, plus the constraint-to-constraint framework for 8-figure scaling.
This episode goes places most business podcasts don't - raw, real, and packed with actionable insights from someone who's been through hell and came back stronger.
00:00:00 - Introduction to Jack Delosa and his humble energy despite massive success 00:08:30 - From $50M company to $5M debt: The government regulation collapse 00:15:20 - The 3-year comeback strategy: How to turn around survival debt 00:28:10 - Building elite culture: Why The Entourage was 4th best place to work in Australia 00:42:00 - Why businesses grow more during hard times than easy times 00:48:30 - The $2.5B Minecraft exit story and why it led to depression 01:01:20 - Business scaling framework: Growing from constraint to constraint 01:18:45 - Top 1% mindset: Rewiring your relationship with difficulty 01:22:43 - Best advice from a PayPal seed investor: "To copy the greats is to not understand them" 01:25:00 - The defining trait of the top 1%: Seeing hard as a signpost you're on the right path
Want to learn my exact strategy for building a successful property portfolio? Check out School of Property for a step-by-step investing blueprint that's helped thousands of Aussies start and scale their investments: https://schoolofproperty.com.au
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