 Littlemore attended Barker College in Hornsby and the College of Fine Arts, University of New South Wales, where he received a Bachelor of Fine Arts (Honours, 1st Class) majoring in new media art.In 1998 Littlemore co-founded Selenium Interactive, a new media design agency.Producing work for Australian and international clients including Coca-Cola, HSBC, TWI / IMG, Indy, Greater Union and Sony PlayStation, the 23-year-old creative director ran design teams in Sydney and London.