
The Melissa Ambrosini Show 692: Why Entrepreneurs Fail & The 2026 Shifts You Need to Know | Jack Delosa
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Feb 19, 2026 Jack Delosa, entrepreneur and founder of The Entourage, shares his journey from early ventures to scaling businesses and coaching owners. He dives into why entrepreneurs fail, finding and fixing core constraints, the 2026 shifts that matter, mindset and identity work, standing out by being weird, and rethinking education and parenting for the future.
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Mindvalley Kids Changed His View
- Jack recalled observing Mindvalley founders' children behaving with rare maturity and social skill at a lunch.
- That experience convinced him of the power of adult interaction, travel, and parental involvement in development.
Get Weird To Be Exceptional
- Be 'weird' — accept being the exception and stop calibrating to average social norms.
- Let others notice you've changed; that means you're growing faster than the herd.
Selfishness Enables Greater Service
- Men often need reminders to nurture others; women often need reminders to nurture themselves.
- Finding 'selfishness on the other side of selflessness' restores energy to give more generously.






