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Tshili Khupe has a diverse work experience history, starting as an Expatriate Claims Adjuster at Francis Charlsey Limited in 1999. Tshili then worked their way up to roles such as Claims Relationship Manager at AXA and Membership Secretary at ABTOT Limited before taking on leadership positions like Global Inwards Business Development Manager at Aon Risk Solutions. Most recently, they served as the Head of Strategic Partnerships & Growth at LTVplus and Head of Partnerships at TaskDrive, showcasing their expertise in partnerships and business development.

Tshili Khupe attended St George's College from 1990 to 1993 and then went on to St Thomas More High School for Boys from 1993 to 1996.