Research pertaining to CEO performance recognizes that a CEO’s true quality and character are most conspicuous during tough times. Ever since the economic crisis of 2008 the economy has been sluggish at best. The condition of the economy at that time provides an optimal opportunity to conduct a performance evaluation of CEOs. They sit at the helm of corporations that dictate the productivity and prosperity of our country. Their performance has an indirect effect on the socioeconomic standing of everyone else in the economy. Therefore, it is important to identify the dynamics that enable the holder of such a powerful position to be successful. Using regression analysis of data collected via a quantitative analysis of CEOs’ letters to shareholders, this thesis examines determinants of CEO success.