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Simon Mandy has a diverse work experience, starting in 2006 as a Trainer & Operations Manager at Lobster Ink. In 2009, they joined The Royal Portfolio where they held various roles, including General Manager Sales and Marketing, Operations & Marketing, and Director: Sales & Marketing. As of April 2022, Simon is currently the Managing Director at The Royal Portfolio.

Simon Mandy attended Bishops Diocesan College from 1997 to 2001. Simon later pursued a Bachelor of Commerce degree in Politics, Philosophy, and Economics at the University of Cape Town from 2002 to 2005.