Scott started his fashion career on the factory floor, working as a sewing machine technician at I. J. Dewhirst in Thatcher-era, Great Britain. He received his degree in fashion design, moving on to a Masters degree at the Royal College of Art, apprenticing under Richard James on Savile Row. He was brought to US soil by streetwear icon Russell Simmons where he served as head designer of Phat Farm. He quickly crossed over to lead design at Sean John and then ECKO Unlimited. His own street wear creations, Artful Dodger and Under Two Flags, were each acquired by Iconix and Jay Z, and GTFM, respectively