Researchers in strategic management and organizational theory have demonstrated that executives explain a non-trivial proportion of organizational performance variance. Upper echelons theory further informs us what and why top managers’ characteristics affect organizational performance. As the leader of executives, CEO often has a disproportionate, sometimes dominating, influence on his or her firm. However, limited research has studied the impact of CEOs’ comprehensive personality on business performance. We capture linguistic clues CEOs leaving on social network to recognize their personality by a text mining approach. Meanwhile, we adopt a broader conceptualization of the construct space of business performance and measure it by both financial and operational indicators. The impact of each aspect of CEOs’ personality on business performance is then estimated. Interesting results are found and conceivable explanations are proposed.