Regret is a form of counterfactual thinking or wondering what could have happened had one acted differently, not acted at all, or conversely, had acted instead of doing nothing (Zeelenberg, 1999; Anderson, 2003; Zeelenberg and Pieters, 2007). Few studies have been dedicated so far to entrepreneur regret (Baron, 1999; Markman et al., 2002; 2005). Building on prior research, we have posed two questions in our study: (1) what are the main types of entrepreneur regret and regret antecedents? and (2) how does the proclivity to experience regret affect the intention to become a serial entrepreneur?