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The Profit or Pivot Podcast
Matan Hazanov
24 episodes
1 day ago
VC & Startup Interviews
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Entrepreneurship
Business
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VC & Startup Interviews
Show more...
Entrepreneurship
Business
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Why the Housing Crisis is Getting Worse & Product Lessons from a $100M Startup Exit | Mark Freedman
The Profit or Pivot Podcast
55 minutes
1 week ago
Why the Housing Crisis is Getting Worse & Product Lessons from a $100M Startup Exit | Mark Freedman
🏠 Is Canada’s dream of home ownership officially dead? In this episode of the Profit or Pivot Podcast, I sit down with Mark Freedman, entrepreneur, investor, and former Head of Product who helped lead a startup to a $100M+ exit, to talk about building and scaling businesses, product leadership, and why real estate in Canada and other major cities is becoming increasingly out of reach. Mark shares how he helped grow a SaaS company from $600K ARR to over $10M and what those lessons taught him about value creation, conviction, and execution. Now, as a partner at Stonefield Capital, he turns that same discipline toward real estate lending and investing, and offers an unfiltered take on Canada’s housing market. We discuss: Why owning a home in Canada may soon be impossible for most The real cause of the housing affordability crisis Lessons from scaling a business to a $100M exit Why conviction and discipline matter in every market, housing or tech Why most startups underprice their products (and how to fix it) The art of letting go of bad customers Whether you’re a founder, product leader, or investor, Mark’s journey is packed with lessons about growth, conviction, and building lasting businesses, and it’s a must-watch for anyone who cares about building wealth, investing smart, and understanding the future of real estate in Canada. About Mark Freedman Mark is a seasoned technology and financial services professional/entrepreneur with a track record of driving rapid growth and operational scale. Most recently, he helped grow Mortgage Automator from a 12-person, $500K revenue startup into a 65-person, $10M ARR company, culminating in a nine-figure acquisition within four years. Before that, Mark held diverse roles across sports engineering, higher education, and financial services, as well as a brief period in consulting. He now serves as Managing Partner at Stonefield Capital, a private lending firm based in Canada, where he has helped grow assets under management by over 30% year-over-year, currently surpassing $50M. A lifelong technologist and father of two, Mark is passionate about community building, mentorship, and leveraging technology to streamline traditional finance operations. Connect with Mark LinkedIn Email:  ✉️ Mark@stonefieldcapital.ca
The Profit or Pivot Podcast
VC & Startup Interviews