Simply Money presented by Allworth Financial
By Simply Money
December 19, 2025
On this episode of Simply Money presented by Allworth Financial, Bob and Brian explore the hidden financial traps even the smartest, wealthiest investors fall into—often because of their own brains. From overconfidence and loss aversion to chasing performance and underestimating taxes, the co-hosts share real-life stories of multimillionaires who made emotional missteps that cost them dearly. They break down how even savvy executives, business owners, and retirement-ready couples can unintentionally sabotage long-term success. Learn how to protect yourself with smart strategies like automated rebalancing, bucket strategies, asset location, and avoiding costly tax surprises.
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This story originally appeared in Simply Money