If the point is to put ourselves in situations that may arouse embarrassment, rejection, and other negative emotions, should we also consider net negative consequences?

For example, I just started writing a book. My dare of the day could be send a query letter to an agent and offer to submit my manuscript to them. Although it is highly unlikely they will agree, what if they do agree and I am a year away from any manuscript written. Now I not only embarrassed myself but also come across as unprofessional. Shouldn’t there be dares we ought not do then?