During the last years, the entire economic world participated in the continuous increase of new ventures launches, a trend surely supported by the lately introduced working ways in the high-technology industries. Indeed, every day many firms arise to follow the current agile growth rate of the global entrepreneurial ecosystem, trying to acquiesce to the high standards and competitive habits dictated by the market demand. Thus, a so quickly growing system implies an ever-increasing complexity in various aspects: extremely high competitiveness along several segments of customers, elevated complexity in understanding and applying technical discovers, ambiguous outcomes deriving from ability in gathering and interpretating data from heterogeneous and diverse sources, difficulty in elaborating the psychological and personal features coming from each individual personality and, therefore, finally the role that every CEO (or founder, or co-founder team, or decision-maker in general) has in the corporate success or collapse.