This paper investigates whether the combination of an optimistic CEO and a pessimistic CFO creates the "best partners" based on corporate cash holdings. Using data from Chinese A-share listed firms (2010-2018), OLS regression analysis reveals that firms with this combination hold less cash. This effect is more pronounced in regions with strong gambling cultures and non-state-owned enterprises. The CFO's board membership and the educational gap between the CEO and CFO also influence this effect. The study offers a new perspective on upper echelons theory and factors influencing corporate cash holdings.