Welcome to ChallengerX Podcast, the podcast that showcases disruptors and innovators who are shaping the future of business. Hosted by Jerome Dwight, entrepr…
8:04146 views · 3d ago · 8:04
Guests: Steve Jobs, Ron Johnson
What if the future of retail was designed in a room most people thought was a terrible idea? // LINKS // Youtube / @jeromedwightx
33:19329 views · 1w ago · 33:19
Guest: Ron Johnson
What if the future of retail was designed in a room most people thought was a terrible idea? // LINKS // Youtube / @jeromedwightx
Topics: Who Is Ron Johnson? · Why He Chose Retail Over Goldman Sachs · Target vs Walmart: The Case for Design · The Michael Graves Bet & "Different and Better" · Getting Recruited by Steve Jobs · Hiring for Love Not Skill
57:548.5K views · 2mo ago · 57:54
Guests: Michael Lee-Chin, Canadian Investment Legend
From arriving in Canada with nothing... to building one of the country's most iconic investment empires. In this episode of ChallengerX, I sit down with Michael Lee-Chin, entrepreneur, investor, and philanthropist, to unpack the mindset behind building wealth, creating lasting businesses, and thinking decades ahead of the crowd.
Topics: Who Is Michael Lee-Chin? · The Mother Who Made Him · Coming to Canada & Writing to the Prime Minister · Why Swimming Upstream Is His Natural State · Crisis = Danger + Opportunity · From Engineer to Bouncer to Financial Advisor
5:5088 views · 3mo ago · 5:50
In 2011, Shopify came to John Ruffolo with a $3M ask and zero governance. He turned them down.What happened next is one of the greatest conviction bets in Canadian venture history.
5:10137 views · 3mo ago · 5:10
Carl Gambino went from dog walker to one of the most trusted names in luxury real estate, closing deals from $1M condos to $54M estates. In this clip, he breaks down what separates great salespeople from the rest, what it really takes to earn A-list clients, and why self-development is the only constant in a cyclical market.
5:50110 views · 3mo ago · 5:50
Guests: Jay Klein, PUR Gum CEO
Jay Klein, Founder & CEO of PUR Gum, didn’t start with a flashy business plan—he started with one goal “Sell a pack of gum to a stranger.” With relentless hustle, grassroots sales, and what he calls a “running for mayor” approach, Jay turned PUR Gum into a household name.
22:275.9K views · 4mo ago · 22:27
Guests: Joe Foster, Reebok Co-Founder
In this episode of ChallengerX, I sit down with Joe Foster, the co-founder of Reebok, the entrepreneur who turned a small northern-England shoemaker into one of the world's leading sportswear brands, to unpack the mindset behind building a global name from almost nothing.
Topics: Born Into Footwear. A Failing Family Business · Leaving to Start Mercury & Becoming Part of Athletics · How a Childhood Dictionary Gave Reebok Its Name · Taking on the Giants by Owning Running · The Aerobics Breakthrough That Changed Everything · The Power of Influencers. From Alfred Shrubb to Hollywood
4:1178 views · 4mo ago · 4:11
Anne Raimondi shares firsthand insights from her time helping scale eBay during a period of explosive growth. In this clip, she breaks down the real challenges behind hypergrowth—building systems that don’t collapse under scale, maintaining culture as teams expand rapidly, and making fast decisions without losing focus.
35:047.1K views · 5mo ago · 35:04
Guest: Vikram Vij
From bringing Indian cuisine into Canada’s cultural spotlight... to building one of the most recognizable restaurant brands in the country. In this episode of ChallengerX, I sit down with Vikram Vij, the chef who helped redefine how Canada experiences Indian food, entrepreneur, restaurateur, and former Dragon on Dragons’ Den, to unpack the mindset behind building Vij’s into a cultural phenomenon.
Topics: From Bollywood Dreams to French Chef Training · Why Vikram Said Yes to Canada · Reclaiming His Indian Identity & Building Vij's · Elevating Indian Cuisine. No Cheap Samosas · No Reservations, No Exceptions. Even for Trudeau · Leading With Dignity: Women, Wages & the Kitchen
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