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June 16, 2025 59 mins

This week on The Truth About Real Estate Investing for Canadians, I’m joined by Nathan Payne, founder of Painless Flipping—and no, that’s not just a clever name. Nathan’s a full-time real estate wholesaler who runs his entire U.S.-based business virtually… from small-town Ontario, Canada.

We get into: ✅ How he wholesales houses without ever meeting sellers in person ✅ His pivot during COVID that expanded his business nationwide ✅ Why he prefers wholesaling in the U.S. over Canada (spoiler: faster evictions, better cash flow, and yes—fewer meth labs) ✅ The truth behind wholesaling income claims, guru coaching fluff, and what new investors are getting wrong ✅ His hands-on apprenticeship model—a no-fluff, partner-on-deals approach to learning the business

Nathan doesn’t just talk about values—he lives them. From faith, family, and integrity-first investing, to feeding missionaries and knocking doors in rural Ontario during a snowstorm... This guy walks the walk.

🎯 If you're looking for practical wholesaling insights without the “get rich quick” pitch, this episode’s for you.


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