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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
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
Follow me for more investing & business insights:
Instagram: https://www.instagram.com/samgordonproperty
Business: https://www.instagram.com/australianpropertyscout
Podcast: https://www.instagram.com/thetoponepercentpodcast
Follow Jack Delosa:
https://www.instagram.com/jackdelosa
#JackDelosa #BusinessGrowth #Entrepreneurship #Top1Percent #BusinessCoaching #Scaling #Leadership #AFRYoungRichList #TheEntourage #BusinessMindset #Resilience #EntrepreneurLife #BusinessStrategy #StartupLife #BusinessOwner #CEO #AustralianBusiness #PropertyInvesting #BusinessPodcast
The content provided on this podcast is for informational purposes only and should not be considered as financial, business, or legal advice. The hosts and guests of the podcast are sharing their personal opinions and experiences, which may not be applicable to your unique situation. We strongly recommend that you seek the advice of a qualified financial advisor, business consultant, or legal professional before making any financial or business decisions. Reliance on any information provided in this podcast is solely at your own risk. We make no representations or warranties as to the accuracy, reliability, or completeness of the information provided. All information is provided "as is" without any guarantees of completeness, accuracy, timeliness, or results obtained from the use of this information. Any references to specific financial products, companies, or services are for illustrative purposes only and do not constitute an endorsement or recommendation by the podcast or its hosts. By listening to this podcast, you agree that the podcast and its affiliates are not responsible for any errors or omissions, or for any actions taken based on the information provided in this podcast.
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By Sam GordonJack 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
Follow me for more investing & business insights:
Instagram: https://www.instagram.com/samgordonproperty
Business: https://www.instagram.com/australianpropertyscout
Podcast: https://www.instagram.com/thetoponepercentpodcast
Follow Jack Delosa:
https://www.instagram.com/jackdelosa
#JackDelosa #BusinessGrowth #Entrepreneurship #Top1Percent #BusinessCoaching #Scaling #Leadership #AFRYoungRichList #TheEntourage #BusinessMindset #Resilience #EntrepreneurLife #BusinessStrategy #StartupLife #BusinessOwner #CEO #AustralianBusiness #PropertyInvesting #BusinessPodcast
The content provided on this podcast is for informational purposes only and should not be considered as financial, business, or legal advice. The hosts and guests of the podcast are sharing their personal opinions and experiences, which may not be applicable to your unique situation. We strongly recommend that you seek the advice of a qualified financial advisor, business consultant, or legal professional before making any financial or business decisions. Reliance on any information provided in this podcast is solely at your own risk. We make no representations or warranties as to the accuracy, reliability, or completeness of the information provided. All information is provided "as is" without any guarantees of completeness, accuracy, timeliness, or results obtained from the use of this information. Any references to specific financial products, companies, or services are for illustrative purposes only and do not constitute an endorsement or recommendation by the podcast or its hosts. By listening to this podcast, you agree that the podcast and its affiliates are not responsible for any errors or omissions, or for any actions taken based on the information provided in this podcast.