From Small-Town Rentals to Global Properties: Darcy Griffith’s Retirement Playbook

Darcy Griffith has been a Rock Star member since 2009—and his journey is nothing short of remarkable. In this wide-ranging conversation, we cover his experiences investing across small-town Ontario, buying property in Italy and Mexico, and why he’s now strategically winding down his portfolio to prepare for retirement. He shares lessons learned the hard way, how he's rethinking his entire investment strategy, and what every investor needs to know now about structuring their income streams, tax exposure, and long-term wealth. Whether you’re just getting started or nearing retirement, this episode is packed with real-world wisdom you won’t hear anywhere else.