Between Two Brunettes
Today: #185 in Business, Canada on our combined chart.
Chart positions today · United States
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Ranking history · United States
Latest episodes
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Jon Love on Building KingSett, Selling Oxford & Why He’s Betting on Canada
October 21, 2026 · 45 minJon Love has spent more than four decades building, investing and leading through some of the biggest cycles in Canadian real estate. After rising through Oxford Properties and becoming CEO during one of the industry’s most difficult…
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Felix Health’s Rise to $200M+ : Co-Founder Emma Stern on Taking Big Bets
October 7, 2026 · 1 hr 10 minEmma Stern didn’t set out to become an entrepreneur. After starting her career in investment banking and moving into the startup world, she co-founded Felix Health. Eight years into the journey, Emma joins us to unpack what happens between…
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What Makes a Founder Investable? Neil Grunberg on Building Companies and Raising Capital
September 24, 2026 · 1 hr 3 minAfter helping build AlayaCare, Neil Grunberg crossed to the other side of the table and launched Storytime Capital, an early-stage fund investing in the future of work. In this candid conversation, Neil shares what he has learned from…
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Disrupting the Legacy Art World With a DTC Playbook: How Nuria Grew Tacit Collective From a $15K LOC
September 2, 2026 · 1 hr 10 minNuria Madrenas started Tacit Collective with a $15,000 personal line of credit and has never raised outside capital since. Seven years and 100+ represented artists later, she still runs it that way, by choice. She discusses: Why moved away…
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From Big Law to Bootstrapping: Why Building a Resale Marketplace Was Her Best Career Move
August 19, 2026 · 1 hr 15 minDevyn Olin left a law career to build Cache, an influencer-led resale marketplace, and has raised exactly one round of outside capital to date. Everything else has come from revenue, starting with $40,000 in gross merchandise value from…
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Building Clutch: A Story of Grit, Resilience and Return to Profitability
July 30, 2026 · 1 hr 27 minThe used car market in Canada hasn't changed much in decades. Dealers control inventory and buyers have limited options. Steve Seibel (Founder & President) started Clutch believing there had to be a better way. Dan Park (CEO) joined in…
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How Tofu Discovered a $96B Fraud Problem by Listening to Customer Feedback
July 15, 2026 · 1 hr 11 minJason Zoltak had already pivoted his company once when a strange pattern in customer feedback made him pivot again. Names on resumes didn't match the voices answering the phone. With just three people on the team, he and his co-founder…
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The Operator Behind Wealthsimple's Growth: Brand Bets, Blitz Hiring, and 125 Billion in AUA
July 1, 2026 · 1 hr 15 minMost financial institutions in Canada built trust the same way: slowly, through branch relationships, decades of presence, and the assumption that people had nowhere else to go. Wealthsimple decided to build it differently, betting on…
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The Business of Prevention: Mike Goss Secured Over 8M and Built Longevity Platform, NiaHealth
June 17, 2026 · 1 hr 15 minAlmost every country in the world is spending more on healthcare, with costs climbing faster than the economies paying for them, and almost all of them get the same thing back: a system built to treat people once they are already…
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Serial Founder and Dragon: Michele Romanow on Building, Investing, AI & Motherhood
June 3, 2026 · 1 hr 28 minCanada has a habit of celebrating founders on the way up and chasing them on the way down. Michele Romanow has been both, and she doesn't pretend otherwise. She started her first company at 21 by driving to New Brunswick in a Toyota Camry…
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He Raised $21.5M in 20 Days to Fix Canadian Business Banking: Ahmed Shafik of Venn
May 20, 2026 · 1 hr 11 minCanadian businesses have spent decades overpaying for banking that barely works. High fees on basic transactions, in-branch visits to send a wire, FX rates that quietly drain margin, and a system that wasn’t designed with small businesses…
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How Bird&Be Grew to 8 Figures on Modest Raises and Clinical Credibility (Samantha Diamond)
April 22, 2026 · 1 hr 9 minMost consumer health companies chase scale with big raises and bigger burn. Samantha Diamond took a different path. She co-founded Bird&Be after transitioning out of a decade-long career running her own communications agency. When she…

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