Oli joined The Careers & Enterprise Company in October 2020 from his position as Headteacher and co-founder of School 21 in Stratford, East London. School 21 is a nationally recognised school that has pioneered new ways of working with employers - including introducing extended work projects for all Year 10s and 12s.  The school puts enterprise and work readiness at the heart of its curriculum and combines outstanding leadership with innovative ways of teaching and interacting with students.  

Oli was one of the first cohort of Teach First teachers in 2003. He has been Head of Sixth form and Assistant Headteacher in previous roles and has worked in education policy and strategy as a government education advisor.