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The mystery writer Arthur Conan Doyle wrote Sherlockian stories for about five decades. The hero of these detective cases retained a consistent character throughout this time period given that Holmes appears to have aged analogously to Doyle. This opens the door to a what if question. What sort of childhood would produce such an eccentric sleuth? Recent philosophical tools developed by Dr. Warren and friends might be usefully applied to answer such a question. A vectoring method that takes into account important issues such as self-awareness and free will can remove the veil shrouding Sherlock's youth. Hang on though because it will be a wild ride; the reader may discover troubling things in the process.