Glen Sutherland - The Deal That Changed My Life
Fri Jan 16 2026
Glen Sutherland - The Deal That Changed My Life
In this episode of The Deal That Changed My Life, we sit down with Glenn Sutherland, host of Canadian Investing in the U.S., to break down one of the most unexpected and life-changing real estate deals of his career.
Glenn shares a true story from his early investing days that proves real estate doesn't always go according to plan—but when managed correctly, even the worst situations can turn into massive opportunities. From buying a $20,000 rental property in Ohio, to earning $1,400/month in rent, to having the property burn to the ground and end up on CNN, this deal took a wild turn that ultimately helped Glenn scale into a much larger portfolio.
This episode is packed with real-world lessons on:
Real estate investing in the U.S. as a Canadian
Risk tolerance and partner dynamics
Insurance claims and disaster recovery
Turning setbacks into scalable opportunities
Leveraging cash events to build a portfolio
Multifamily, single-family, and creative deal structures
Whether you're a Canadian investing in U.S. real estate, a local U.S. investor, or someone looking to learn from real deals—not theory—this conversation delivers real value.
👉 If you haven't already, check out Glenn's first appearance on the podcast, where we dive deeper into his investing strategy and cross-border investing model.
About the Guest:
Glenn Sutherland is a full-time real estate investor with a diverse portfolio including single-family homes, fourplexes, 20-unit properties, and 100+ unit multifamily deals. He also coaches and helps Canadians invest successfully in the United States.
🔗 Learn more about Glenn: https://acanadianinvestingintheusa.com/
If you got value from this episode, please like, comment, and share—it helps us spread the word and bring on more real investors doing real deals.
If you enjoyed this podcast we would appreciate a positive review...
https://podcasts.apple.com/us/podcast/real-estate-reserve-podcast/id1507982777
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Glen Sutherland - The Deal That Changed My Life In this episode of The Deal That Changed My Life, we sit down with Glenn Sutherland, host of Canadian Investing in the U.S., to break down one of the most unexpected and life-changing real estate deals of his career. Glenn shares a true story from his early investing days that proves real estate doesn't always go according to plan—but when managed correctly, even the worst situations can turn into massive opportunities. From buying a $20,000 rental property in Ohio, to earning $1,400/month in rent, to having the property burn to the ground and end up on CNN, this deal took a wild turn that ultimately helped Glenn scale into a much larger portfolio. This episode is packed with real-world lessons on: Real estate investing in the U.S. as a Canadian Risk tolerance and partner dynamics Insurance claims and disaster recovery Turning setbacks into scalable opportunities Leveraging cash events to build a portfolio Multifamily, single-family, and creative deal structures Whether you're a Canadian investing in U.S. real estate, a local U.S. investor, or someone looking to learn from real deals—not theory—this conversation delivers real value. 👉 If you haven't already, check out Glenn's first appearance on the podcast, where we dive deeper into his investing strategy and cross-border investing model. About the Guest: Glenn Sutherland is a full-time real estate investor with a diverse portfolio including single-family homes, fourplexes, 20-unit properties, and 100+ unit multifamily deals. He also coaches and helps Canadians invest successfully in the United States. 🔗 Learn more about Glenn: https://acanadianinvestingintheusa.com/ If you got value from this episode, please like, comment, and share—it helps us spread the word and bring on more real investors doing real deals. If you enjoyed this podcast we would appreciate a positive review... https://podcasts.apple.com/us/podcast/real-estate-reserve-podcast/id1507982777