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August 5, 2025 28 mins

This conversation blew me away. My friend and mentor Darren Jacklin was back in the studio. And this dude has lived a life that most people wouldn't believe. Homeless. On welfare. R9 credit rating which is the worst you can get. Special education from grade 1 to grade 12. Never went to college or university. Most people would have bet against him ever amounting to anything. Fast forward to today. Multi-millionaire. Has rung the closing bell at NASDAQ three times. Independent director at EXP Realty with 90,000 agents. Taking another company public this week. And he's got over 7,000 written documented goals with a target to hit 10,000. But the most incredible part isn't the business success. It's the personal transformation. We talked about personal promises versus goals. How he doesn't manage people but manages people's promises. Why all we are as human beings is a network of conversations. And how strangers have everything you want, need and desire in your life. The key is making requests and keeping promises. This episode is about stopping the lies you tell yourself. Making personal promises instead of setting goals. Understanding that proximity is power and curiosity kills ego. Most importantly it's about recognizing that we don't have money problems in life. We only have thinking problems.


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About Darren:  

Darren Jacklin grew up in Swift Current, Saskatchewan, Canada. At the formative age of one, his four-year-old sister died from complications due to open-heart surgery. This greatly impacted his family. From an early age, Darren had difficulty reading and writing and was diagnosed with attention deficit hyperactivity disorder. This resulted in him being put on Ritalin. He then failed and repeated grade one. Darren was then enrolled in a special education class for the rest of his educational years.

Throughout public school, Darren had difficulty focusing on school and making friends. His parents were told that he would not amount to much in life.

At the age of seven, he started a business called “Rent a Kid”. His business included shoveling snow off sidewalks, mowing lawns, and delivering the Regina Leader-Post six days a week. His need for external approval and validation were his driving force.

In school, Darren felt awkward and invisible. In grade eleven, after his parents’ divorce, a high school teacher and guidance counselor sat him down one afternoon. He was told that based on his academic achievement, he probably would not go very far in life, or amount to much. Not only did this further damage his self-confidence, but it also triggered a relentless drive to prove everyone wrong. For years following that conversation, Darren did whatever he could to be liked, loved, accepted, and understood. Following High School, he tried multiple suicide attempts, including driving his car at 140-km / 85-mph into a telephone pole. Darren was also a passenger in a car that went out of control on an icy hill and rolled over a forty-foot embankment. He was ejected through the windshield of the car. That day, Darren nearly lost his life. It then to

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