#28. Allan Roth Shares Client Stories, Taking Less Risk When You’ve Won the Game, Moving Towards Simplicity, Private Investments, and Combating Inflation.

In this episode of Smart Money Conversations, Brett Croft and Chris Tabish chat with Allan Roth to explore why simplicity—not complexity—is the real edge for high-net-worth investors.Allan shares insights and stories from decades of advising affluent clients, including why many portfolios become unnecessarily complicated over time, and the challenges of simplifying without triggering taxes or behavioral mistakes. The conversation dives into:Why most investors focus on the wrong definition of riskHow to determine when you’ve “won the game” financiallyThe hidden dangers of over-diversification and legacy positionsWhy behavior—not optimization—is the biggest driver of outcomesHow advisors can use AI as a “co-worker” to enhance planningAllan also explains his unconventional approach to client conversations—including how he “negotiates with clients using their own money”—to test real-world risk tolerance.This episode is a deep dive into building portfolios—and mindsets—that prioritize clarity, discipline, and long-term success.website: daretobedull.comemail:[email protected] by 32Q LLC