'The Unexamined Life is Not Worth Living', an utterance attributed to Socrates as he was sentenced to death for subverting the youth. Whether or not Socrates was correct in this is debatable, but what one can say with confidence is that life is significant enough to warrant examining. This is not something many of us are prone to doing; we are too busy, too distracted, and often too timid. Thomas Merton wrote of the anxiety we suffer being a mark of our spiritual insecurity. This, he tells us, is largely to do with being afraid to ask the right questions ‘...One of the moral diseases we communicate to one another in society comes from huddling together in the pale light of an insufficient answer to a question we are afraid to ask.’ This project takes the theme of examining life seriously. It asks a number of people who have devoted much of life to uncovering what wisdom and truth they can, and asks them what question we should be asking ourselves. There are common themes to pick out between some of them, though others exist in different realms. Clearly perspective, religious or otherwise, informs the question. I have kept my thoughts on them brief, the questions should speak for themselves.