Drew James: From Government Housing to Networking with the 1% episode artwork

EPISODE · Jan 23, 2026 · 55 MIN

Drew James: From Government Housing to Networking with the 1%

from Who Judges The Judge? Hosted By Jordana H. Goldlist · host Jordana H. Goldlist

Drew James grew up in Mount Olive, Rexdale, where standing up for yourself was the only way to survive a neighbourhood filled with sharks. Today, he is a serial entrepreneur rolling through Palm Beach in a Rolls Royce and accessing rooms at Mar-a-Lago with the 1% of the 1%. This is not just a success story; it is a breakdown of how to navigate a cold business world by building genuine relationships and mastering the power of vocabulary. Drew details his journey from selling 1,000 CDs a month in high school to out-earn his teachers, the fluke that landed him a contract with Rough Riders, and the moment he decided to sell his diamond watch to stop "faking it" in rooms filled with billionaires. From his latest venture with Bank Vodka to wholesale jewelry manufacturing at Maison Centauri, Drew explains why mediocrity is a choice and why your ability to articulate your value is the ultimate weapon for anyone trying to escape their circumstances.FOLLOW DREW: Instagram: https://www.instagram.com/therealdrewjames/ Bank Vodka: https://www.instagram.com/andrewbankvodka/ Maison Centauri: https://www.instagram.com/maisoncentauri/FOLLOW JORDANA: Instagram: https://www.instagram.com/jordanagoldlist/ JHG Criminal Law: https://www.jhgcriminallaw.com/

Drew James grew up in Mount Olive, Rexdale, where standing up for yourself was the only way to survive a neighbourhood filled with sharks. Today, he is a serial entrepreneur rolling through Palm Beach in a Rolls Royce and accessing rooms at Mar-a-Lago with the 1% of the 1%. This is not just a success story; it is a breakdown of how to navigate a cold business world by building genuine relationships and mastering the power of vocabulary. Drew details his journey from selling 1,000 CDs a month ...

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Drew James: From Government Housing to Networking with the 1%

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This episode is 55 minutes long.

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This episode was published on January 23, 2026.

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Drew James grew up in Mount Olive, Rexdale, where standing up for yourself was the only way to survive a neighbourhood filled with sharks. Today, he is a serial entrepreneur rolling through Palm Beach in a Rolls Royce and accessing rooms at...

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