Episode #238: Smart Property Valuations With Greg Hall
Thu Jan 15 2026
Here’s What You’ll Learn in This Episode with Greg:
• How Greg’s career began in the 1980s, from the video business to finance and real estate, and the key lessons learned from decades of market cycles.
• The story behind a major real estate venture in Toronto’s Annex, and what long-term investors can learn from high-value urban properties.
• Why Greg stepped back into finance due to health challenges, and how perseverance helped him return to real estate investing in 2024 with renewed focus.
• The importance of planning, patience, and adaptability when navigating ups and downs in real estate and business.
• An introduction to Prop Vest IQ, Greg’s new property valuation and management tool designed to help investors analyze deals and make smarter decisions.
• How Greg is offering Prop Vest IQ free to viewers in exchange for feedback, and why real-world user input is shaping the platform’s future.
• Personal stories, industry insights, and a look ahead at upcoming real estate projects and investment opportunities.
greg@propvestiq.com
www.propvestiq.com
www.greg-hall.ca
greg.hall@rbc.com
Greg’s career in finance and real estate has unfolded over several decades, shaped by experience rather than a straight line.
He began in finance in the early 1980s, moved into entrepreneurship in 1985, and purchased his first rental property in the late 1980s—only to sell it at a loss during the 1989 crash. In the early 2000s, he converted a single-family home in Toronto’s Annex into a multi-unit and sold it at a profit.
In 2009, a severe hip injury led to multiple surgeries and years of recovery. During that period, he requalified in finance and joined RBC Dominion Securities in 2013, where he remains today.
Greg was finally able to re-enter real estate in 2024 and 2025, purchasing a duplex in Oshawa and converting two Brantford single-family homes into a duplex and a triplex.
Now in his mid-60s, he is back on track—grounded by hard-earned experience and perspective.
More
Here’s What You’ll Learn in This Episode with Greg: • How Greg’s career began in the 1980s, from the video business to finance and real estate, and the key lessons learned from decades of market cycles. • The story behind a major real estate venture in Toronto’s Annex, and what long-term investors can learn from high-value urban properties. • Why Greg stepped back into finance due to health challenges, and how perseverance helped him return to real estate investing in 2024 with renewed focus. • The importance of planning, patience, and adaptability when navigating ups and downs in real estate and business. • An introduction to Prop Vest IQ, Greg’s new property valuation and management tool designed to help investors analyze deals and make smarter decisions. • How Greg is offering Prop Vest IQ free to viewers in exchange for feedback, and why real-world user input is shaping the platform’s future. • Personal stories, industry insights, and a look ahead at upcoming real estate projects and investment opportunities. greg@propvestiq.com www.propvestiq.com www.greg-hall.ca greg.hall@rbc.com Greg’s career in finance and real estate has unfolded over several decades, shaped by experience rather than a straight line. He began in finance in the early 1980s, moved into entrepreneurship in 1985, and purchased his first rental property in the late 1980s—only to sell it at a loss during the 1989 crash. In the early 2000s, he converted a single-family home in Toronto’s Annex into a multi-unit and sold it at a profit. In 2009, a severe hip injury led to multiple surgeries and years of recovery. During that period, he requalified in finance and joined RBC Dominion Securities in 2013, where he remains today. Greg was finally able to re-enter real estate in 2024 and 2025, purchasing a duplex in Oshawa and converting two Brantford single-family homes into a duplex and a triplex. Now in his mid-60s, he is back on track—grounded by hard-earned experience and perspective.