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Born in England to Dutch parents and moving to Portugal as a baby, where he was raised, Lennard's life has always been that of an International citizen of the world. He attended The American International School of Lisbon (AISL) and the St. Dominic's International School, where he graduated with an I.B. Diploma in 2002. Lennard moved to New York City shortly after high school graduation to attend The Lee Strasberg Theatre and Film Institute. He trained there under the tutelage of Robert Castle, Irma Sandrey, Ted Zurkowski and Pennie Du Pont for two and a half years before embarking on a career in acting. He performed in numerous Off-Broadway shows in the years to follow, including the world premiere of Tennesse Williams' "Thank you, Kind Spirit" at the Times Square Arts Theatre. Film projects took Lennard to the United Kingdom, and he moved there in 2007. In 2011 he graduated from The Central School of Speech and Drama with a Masters Degree in Classical Acting and has since performed regularly on the London Stage.