Simon is a Chartered Accountant with extensive experience working in senior roles within the finance sector having begun his career at KPMG in 1984. Since the early 1990s, he has held roles at board level. During his career to date he has held the role of CEO of AIM listed stockbroker Cenkos Securities Limited, previously serving as its Chief Operating Officer and Finance Director following its listing on AIM in 2006. During his time at Cenkos, Simon was directly responsible for the running of the finance, risk control, IT and operations departments - senior roles which he has also performed within a number of other organisations. He has had significant involvement with devising and implementing the corporate strategy of the organisations that he has worked for. Simon co-founded Vermeer Partners in 2018, and in 2025 became its Executive Chairman. He chairs the partnership’s Investment Committee and Full Partner Meetings, and the boards of Vermeer Investment Management Limited and Vermeer Financial Planning Limited.