Build A Life Where You Make The Rules
February 17, 2026
Hosted By
Dan Sullivan
Jeffrey Madoff
Real entrepreneurs don’t wait for permission, causes, or perfect conditions. The game is about habitually creating their own rules and opportunities. Dan Sullivan and Jeffrey Madoff share how doubling down on what fascinates you, persevering when others chase the next trend, and always being the buyer are the secrets to transforming your entire entrepreneurial lifetime.
Show Notes:
Chasing causes keeps you reactive, while building personal agency gives you freedom to create your own game in the marketplace.
Everyone doubles down on something over their lifetime, and successful entrepreneurs consciously double down on a lifelong fascination, not a passing issue.
Your fascination is the thing you want to get to the bottom or center of, and it quietly organizes your entire entrepreneurial life.
Strategic Coach® thinking tools exist to help entrepreneurs turn their own life experience into a clear mission and a set of repeatable structures.
The real breakthrough isn’t being right all the time; it’s being willing to think about things nobody else is thinking about, even if you’re occasionally wrong.
The future is a series of guesses and bets, and top entrepreneurs build confidence in their ability to bet on themselves over and over again.
Opportunity doesn’t show up fully formed; entrepreneurs create value first, then opportunities appear around that value.
Perseverance is a core entrepreneurial character trait because meaningful projects always take longer, cost more, and demand more capability than expected.
In any negotiation, the real buyer is the one who can walk away, and entrepreneurs build businesses so they can always be that person.
You’re only an entrepreneur if you can’t be fired, because you created the structure that pays you instead of plugging into someone else’s.
Resources:
Always Be The Buyer by Dan Sullivan
Man’s Search For Meaning by Victor E. Frankl
Learn more about Jeffrey Madoff
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