Homeless to $5M Using THIS Contractor Lead Generation Strategy | Grant Winstead (Ep. 268)

Homeless to $5M Using THIS Contractor Lead Generation Strategy | Grant Winstead (Ep. 268)

June 21, 2026 · 30 min

About this episode

Grant Winstead shares his journey from homelessness to building a $5M contractor business through effective lead generation strategies.

Contractor lead generation doesn't have to mean dumping money into Angi, praying Google sends you customers, or watching a marketing agency burn your profits while the phone sits quiet. Grant Winstead has known how to MAKE contractor leads since he was 17. He lost everything in between, the house, the cars, the marriage, the business, and spent years in a homeless shelter… But the strategy for success never changed. It was the one thing that held up even when HE didn't. That same skill rebuilt him to $5M in revenue. And it starts with boots on the ground, NOT a big marketing budget. In this episode of The Wealthy Contractor Podcast, Grant breaks down the face-to-face lead gen system that runs his one-day bath business, including: 🔥 The performance pay structure that keeps 10 to 15 canvassers producing every single day… and why Grant says the second you put people on salary, you've already lost 🔥 Where Grant finds people who are hungry enough to knock doors every day (you might be walking right past them without ever knowing it) 🔥 The one week of training Grant runs BEFORE anyone knocks on a door (skip this and your turnover will be out of control) 🔥 The forgotten world of the…

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Host: Brian Kaskavalciyan

Guest: Grant Winstead

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