What advice would C S Lewis offer us in today’s world? The 21st Century is the setting wherein powerful forces are set to meet and perhaps to clash. Self and the search for meaning are at the heart of these putative clashes. They include, but are not limited to, (a) the emerging of so called intelligent information technology, (b) the impact of psychological theories on everyday life and (c) the continuing thirst by people for a spiritual dimension to their lives, including the search for some meaning in life and for satisfaction with life. Take each in turn. This is a dialogue between a cognitive scientist (RA) and an arts scholar (MG) who both share the same communion at St Edward’s King & Martyr, Cambridge, England.