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Jessey Kwong
Pebble Co-Founder
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Taking 'Mad Man' Action Into Wholesale
Jul 17, 2025
Podcast
What does it take to go from truck stops to top wholesaler?
In this episode, Jessey sits down with Clifford “The Cowboy Closer” Walker, a former truck driver who turned one podcast episode into a life-changing real estate career. Clifford shares how he built a lean team, scaled with purpose, and leads with service over sales.
You’ll hear why mindset beats strategy, what to do when deals fall apart, and why cold calling still works in 2025.
In this episode:
Clifford’s leap from trucking to full-time wholesaling
The mindset shift that started with a Facebook update
Cold calling, MLS deals, and why postcards didn’t work for him
Serving over selling in tough seller situations like probate or foreclosure