435 | John Berkowitz | Harness the Fear: Building Empires in Real Estate and Beyond

In this episode of The Greatest Machine, host Darius Mirshahzadeh interviews John Berkowitz, a serial entrepreneur who built multiple successful companies in the real estate and technology sectors. John shares his journey from failed pharmaceutical sales interviews to co-founding Yodle (a company that grew to 1,000 employees and hundreds of millions in revenue), creating OJO Labs, and eventually merging with Lower. The conversation explores the evolution of entrepreneurship, lessons learned from building and selling companies, and the future of AI in real estate and mortgage industries.

In this episode, Darius and John will discuss:

  • (00:00) Introduction and Background
  • (02:04) John Berkowitz’s Entrepreneurial Journey
  • (08:37) Lessons from Yodel’s Success and Challenges
  • (16:58) Starting OJO and Its Evolution
  • (23:22) OJO’s Impact on Real Estate and Technology
  • (24:25) The Journey to Acquiring Movoto
  • (27:36) Integrating Real Estate and Mortgage
  • (30:48) The Merger with Lower
  • (35:29) Understanding the Real Estate Market
  • (39:59) The Impact of AI on Real Estate
  • (48:00) Overcoming Barriers to Greatnesson

Meet John:

John Berkowitz is the President of Real Estate at Lower and General Manager of Movoto, where he leads efforts to integrate real estate search, agent support, and financing into a seamless homeownership experience. A seasoned entrepreneur and real estate technology leader, Berkowitz founded OJO Labs to help consumers make smarter homebuying decisions through personalized technology. He is also an EY Entrepreneur Of The Year Central Texas Award winner, recognized for his impact and innovation in the real estate industry.

Meet Darius: 

Darius is your host of The Greatness Machine. Darius is a mad scientist, high-growth CEO, serial entrepreneur, author, conscious capitalist, speaker, and entertainer. Darius is on a quest to create 1,000,000 Core Value Driven Organization by 2030. He is calling this “The Core Value Revolution.” Darius is an alumni of the Birthing of Giants Entrepreneurial Program at MIT and Stagen Integral Leadership Program. Darius’s accolades include being ranked #9 Top Rated CEO in America on Glassdoor, has won numerous Stevie Awards, and has founded and grown organizations that have been ranked #40 in the Inc. 500 and were ranked #3 Best Places to Work By the San Francisco Business Time. He is all about the P’s: Passion, Pizza, Puzzles, and, especially, Pink Unicorns. His book, The Core Value Equation, is an Amazon #1 Best Seller and is available at www.thecorevalueequation.com.

The Greatness Machine shares lessons on how to framework your drive for results, create limitless space, and win the war on talent.

My team and I are on a mission to help YOU create a cultural revolution. I want to teach you how to build a core value driven organization. 

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Make Greatness Happen!

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Don’t let your Core Values become a company artifact!  Learn how to make Core Values the language of your organization.  Pre-order my book The Core Value Equation found at the link below 

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