He Exited His Ontario Real Estate & Podcast To Build REI Businesses | Andrew Hines

Andrew Hines spent 5 and a half years building one of Canada's top 3 real estate podcasts. Nearly 1.3 million downloads. Then, at its peak, he shut it down. 

Andrew is the co-founder of multiple US-based real estate acquisition companies operating across Florida, Georgia, Texas, North Carolina, and Tennessee. His teams run house flips, land investments, creative finance deals, and direct-to-seller acquisitions. He also owns Grotto Getaway, a glamping and cottage resort near Tobermory, Ontario, that did $655,000 in sales last year. 

In this conversation, we cover: 

  • Why Andrew shut down one of Canada's top real estate podcasts at its peak 

  • Why he sold his entire Ontario rental portfolio after the pandemic lockdowns 

  • How his team finds motivated sellers in the US using public liens and tired landlord lists 

  • How he made $163,000 on a 47-acre land flip without picking up a hammer 

  • Why hard construction costs in Florida run a fraction of what they do in Ontario 

  • Why Grotto Getaway, his glamping resort near Tobermory, hit $655,000 in sales last year 

  • Why he believes Canadian real estate investors now need to think like business builders 

  • What he'd tell an investor deciding whether to stay in Ontario rentals or move capital south 

Andrew's arc is the arc TAFI exists to cover: someone who built real wealth in Canadian real estate, watched the rules change, and rebuilt his entire model instead of waiting for the old one to work again.

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Saturday, September 12, 2026 · 9:00am ET · Hybrid (iWIN Office, Oakville + Zoom)

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