EPISODE · Jun 6, 2025 · 54 MIN
EP 47: No Safety Net, No Plan B: How Connor Jean Flipped His Way to a New Life
from The Breakthrough with Stephen Husted · host Stephen Husted
In this episode, Stephen sits down with Connor Jean, a former college basketball player turned NBA trainer turned accidental real estate investor. Connor’s story is one wild pivot after another—from chasing hoops in L.A. to building a $14 million Geico insurance agency from scratch… only to get blindsided and lose it all in a company-wide shutdown.But that setback? It was just the beginning.Connor opens up about how he picked himself up, leaned on grit and curiosity, and found his new lane flipping houses and building a life on his own terms. If you’re into real talk about business, resilience, learning by doing, and building a life by design—this one’s for you.Connor and Stephen talked about:📌How Connor went from college basketball to training over 65 NBA players in just a few months.📌The rise and fall of his $14M Geico agency—and what it taught him about risk, resilience, and ownership.📌Why real estate became his path to autonomy, and how he flipped 10 houses in 18 months.📌The mindset shift from chasing hustle to building a life by design.📌How embracing discomfort and “suffering well” can fuel your growth as an entrepreneur.Find Connor’s IG here: https://www.instagram.com/connorrjean/?hl=enLinkedIn: https://www.linkedin.com/in/connor-jean-371b35b0/Follow Stephen on IG: https://www.instagram.com/stephenhusted/Website: www.stephenhusted.comFollow our Podcast on IG: @thebreakthrough.podcastand YouTube: https://www.youtube.com/channel/UCsdNkau-5DUE9rGUIHrpfXA
What this episode covers
In this episode, Stephen sits down with Connor Jean, a former college basketball player turned NBA trainer turned accidental real estate investor. Connor’s story is one wild pivot after another—from chasing hoops in L.A. to building a $14 million Geico insurance agency from scratch… only to get blindsided and lose it all in a company-wide shutdown.But that setback? It was just the beginning.Connor opens up about how he picked himself up, leaned on grit and curiosity, and found his new lane flipping houses and building a life on his own terms. If you’re into real talk about business, resilience, learning by doing, and building a life by design—this one’s for you.Connor and Stephen talked about:📌How Connor went from college basketball to training over 65 NBA players in just a few months.📌The rise and fall of his $14M Geico agency—and what it taught him about risk, resilience, and ownership.📌Why real estate became his path to autonomy, and how he flipped 10 houses in 18 months.📌The mindset shift from chasing hustle to building a life by design.📌How embracing discomfort and “suffering well” can fuel your growth as an entrepreneur.Find Connor’s IG here: https://www.instagram.com/connorrjean/?hl=enLinkedIn: https://www.linkedin.com/in/connor-jean-371b35b0/Follow Stephen on IG: https://www.instagram.com/stephenhusted/Website: www.stephenhusted.comFollow our Podcast on IG: @thebreakthrough.podcastand YouTube: https://www.youtube.com/channel/UCsdNkau-5DUE9rGUIHrpfXA
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EP 47: No Safety Net, No Plan B: How Connor Jean Flipped His Way to a New Life
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