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Rob Hillman has a diverse work experience in the sports industry. Rob started their career at IMG as an Event Director, where they worked from an unknown start date until 2011. After that, they joined Human Race Ltd as a Chief Operating Officer for seven years. In 2018, Rob Hillman became the Head of Operations - The Hundred at the England & Wales Cricket Board (ECB). Later, they were promoted to the role of Director of Event Operations at ECB in November 2020.

Rob Hillman attended Shrewsbury School from 1994 to 1999 for their secondary education. Following that, they pursued a higher education at Durham University from 2000 to 2003. However, it is not specified whether they obtained a degree or focused on a particular field of study during their time at Durham University.