First, think back to a decision youve made that you either now see as a bad decision or that youre still not fully sure you thought through critically. It doesnt have to be a super-personal decision (why did I date that guy for so long in high school?), and it can even be a decision thats had a good outcome (why did I choose Winthrop?), as long as you can express how you didnt really think critically about it at the time.