Simon worked within various audit departments at KPMG Birmingham undertaking assignments in manufacturing, service and public sector based organisations. Following this Simon studied for a post graduate certificate in education, specialising in Business Studies and Economics. This led to a lecturing position at Kaplan Financial, where Simon delivered courses across a range of professional accountancy qualifications in the areas of financial accounting and audit.
In 2008 Simon joined the publishing department of Kaplan where, as well as continuing to provide extensive tuition on financial reporting and auditing courses, he took on the role of a content specialist; writing texts, assessments and additional materials for a variety of financial reporting and auditing subjects. In 2010 Simon was appointed as manager of the Financial Reporting, Audit and Law content creation team at Kaplan Publishing, a post he held until joining Aston Business School.