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Taking 'Mad Man' Action Into Wholesale

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Author

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

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© 2024 Pebble REI Inc. All rights reserved.

Try Pebble FREE
for 7 days

Land investing is messy. Get organized and grow your land business with one platform.

By subscribing you agree to with our Privacy Policy and provide consent to receive updates from our company.

© 2024 Pebble REI Inc. All rights reserved.

Try Pebble FREE for 7 days

Land investing is messy. Get organized and grow your land business with one platform.

By subscribing you agree to with our Privacy Policy and provide consent to receive updates from our company.

© 2024 Pebble REI Inc. All rights reserved.

Try Pebble
FREE
for 7 days

Land investing is messy. Get organized and grow your land business with one platform.

By subscribing you agree to with our Privacy Policy and provide consent to receive updates from our company.

© 2024 Pebble REI Inc. All rights reserved.