Preparedness exercises, whether they are traditional tabletop discussions or more interactive gamified experiences, help us become more prepared – and to do this together, with engagement between individuals who need to perform optimally as a group, under pressure. Based on the speaker’s experiences from preparing and facilitating more than one hundred cyber exercises, including both individual companies and events with multiple companies participating together, this talk will illustrate both which risks and vulnerabilities happen to manifest themselves during incidents (and exercises), and how companies and stakeholders with various roles and levels of experience respond to these.