The Whissel Way Podcast is dedicated to help Real Estate agents make more money, easily integrate technology and fully optimize your systems for ideal results.
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The Whissel Way Podcast is dedicated to help Real Estate agents make more money, easily integrate technology and fully optimize your systems for ideal results.
From the Court to Closings: Jason Matthews’ Real Estate Journey
Real Estate Success: The Whissel Way
45 minutes 48 seconds
6 months ago
From the Court to Closings: Jason Matthews’ Real Estate Journey
In this powerful episode, Kyle Whissel sits down with Jason Matthews, a former NCAA basketball star turned real estate investor, to share his journey from humble beginnings in South Central LA to launching a multimillion-dollar luxury short-term rental business in Florida. Jason’s story spans personal transformation, lessons from NBA legends, Wall Street internships, and how showing up led to life-changing opportunities. The episode wraps with practical advice on building wealth through real estate, including his niche strategy of developing FEMA-compliant beach homes. A must-listen for agents looking to scale, pivot, or break into investment real estate.Chapters:
00:00 – Intro: From Boardroom to Podcast
00:55 – Jason’s Humble Beginnings in LA
02:08 – Late Start, Big Results: Making the League
04:24 – Thoughts on NIL and Player Empowerment
07:46 – The Power of Alumni & Brand Exposure
11:55 – From College Hoops to NBA Tryouts
17:50 – Jerry West, Magic Johnson, and Life Lessons
24:12 – Leaving the League for Wall Street
31:25 – Luxury Short-Term Rentals in Florida
38:20 – Investing Passively: How Agents Can Get Involved
Real Estate Success: The Whissel Way
The Whissel Way Podcast is dedicated to help Real Estate agents make more money, easily integrate technology and fully optimize your systems for ideal results.
