On this episode of Simply Money presented by Allworth Financial, Bob and Brian explain why your cash hoard might be quietly costing you millions over time, even as the S&P 500 has delivered a 330% total return over the past decade with dividends reinvested. They break down the real risks of sitting on 15–30% in cash, why waiting for the “perfect” market pullback often backfires, and how to determine the right amount of liquidity within a comprehensive financial plan. Plus, smart strategies around tax extensions, Roth conversions before RMDs begin, concentrated stock positions, and the critical three-year runway before selling a business.