Are you investing with strategy—or just hoping for the best? This episode dives into how investors like Ray Dalio and Warren Buffett build portfolios that stand the test of time—and how you can, too. Whit, Britt, and Greg explore diversification through asset types, sectors, and macroeconomic context, while digging into legendary investor strategies—from Buffett’s index fund simplicity to Dalio’s precise asset allocation. They also share hard-earned lessons from years of investing in mining, biotech, and AI, showing how reading, research, and even asking “dumb” questions can make you a smarter, more strategic investor.