Originally, court jesters were not entertainers or jokers, but serious characters. They had an important task and were an integral part of the court. Their foolishness, however, relieved them of the social norms and allowed them to express grievances and (religious) misconduct in a more or less subtle and humorous way, thus inspiring the authorities to reflect and rethink. Because of this “fool’s freedom” they were a social institution of permissible criticism. The separation of powers in agile organizations means in the last consequence also a renaissance of this venerable social institution of the court jester in person of the Scrum Master.