Earn Your Leisure

In this insightful Market Mondays clip, hosts Troy Millings and Ian Dunlap break down why now might be the greatest era for investing—and it’s far from just talk. They revisit their own journeys, from buying Bitcoin at $5,000 (when people doubted it would ever be worth more) to witnessing its meteoric rise to $122,000. If you’ve ever wondered whether you’ve missed the boat on crypto or if owning assets still holds promise, this discussion gives you real-life examples and clear perspectives. Troy shares what it felt like investing early in Bitcoin, facing skepticism at every price milestone. Ian highlights the critical role of institutional backing (think: BlackRock, Vanguard) in bolstering Bitcoin’s stability compared to years past, reducing those scary price swings we used to see. The conversation expands to smart strategies: Is there still upside in Bitcoin? What about leveraged plays like MicroStrategy, or using options to accelerate those returns? Troy explains how, even if you missed the 10,000% runs o