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James Leavesley has a diverse work experience spanning different companies and roles. James started their career at Snowdrop Systems in 2002 as an Account Manager and then moved to Iconic Systems in 2005, where they continued in the same role. In 2007, they joined HeathWallace as a Project Manager and progressively took on more responsibilities, becoming a Senior Project Manager, Business Director, and finally, a Client Services Director. James worked at HeathWallace until 2017, when they joined RMA Consulting as a Client Services Director. In 2018, Leavesley joined Torchbox as an Operations Director and later held the roles of Managing Director and Chief Executive Officer.

James Leavesley attended Loughborough Grammar School from 1990 to 1997. After completing their secondary education, they enrolled at The Manchester Metropolitan University, where they pursued a Bachelor of Business Administration (B.B.A.) degree from 1998 to 2002, specializing in Business/Commerce, General.