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Rowan Cross has a diverse work experience, primarily in the finance sector. Rowan started their career in 2005 at MRM Financial Services as an Audit Manager until 2008. From 2008 onwards, they joined Hollywoodbets, initially serving as a Group Financial Manager until 2012. After that, Rowan became the Group Chief Financial Officer until 2014, and finally, they assumed the position of Chief Operating Officer.

Rowan Cross completed a Bachelor of Commerce (BCom) degree in Accounting from the University of KwaZulu-Natal from 2002 to 2004. Prior to that, they attended Dale College from 1988 to 1999, but no specific degree or field of study was mentioned for this period. In terms of additional certifications, Rowan obtained a certification in Google Ads from Jellyfish in August 2020.