Matthew Stern: From Homelessness to $300 Million — How to Win in Business, Family, and Life
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What does it take to build a life from nothing... and still stay present for the people you love?
Matthew Stern's entrepreneurial journey began with homelessness in his early years. From there, he built himself from the ground up and went on to create and scale businesses that have generated more than $300 million in combined sales. Today, he is CEO of The Stern Group, focused on performance marketing and brand creation, CEO of MyStart Health, which works to improve healthcare access and innovation, and co-founder of Cheatcode, focused on mental resilience and personal growth.
In this conversation, we talk about what his early years taught him about leadership, and what separates a company that grows from one that truly scales. Matt speaks openly about ambition, pressure, marriage, and fatherhood, and about how to keep building big things without losing the people who matter most. We also explore why golf is one of his greatest teachers when it comes to patience, emotional control, accountability, and handling adversity.
If you have ever wondered whether where you started defines where you can go... this episode will show you it doesn't.
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