Simon is a successful serial entrepreneur with a wealth of start-up experience. He advises Lucian on his own strategy in creating a high growth start-up. In 1994 Simon co-founded icollector plc, the Internet auction service that listed on Ofex in 1996 with a £1m valuation. In the same year he also founded CM Interactive, one of the first web consultancies in the UK, later acquired by New Media Industries. At the time of his departure icollector plc was valued at over £100m. Able Auctions Inc acquired icollector which continues to trade and is listed on the New York Stock Exchange.

Simon has been featured in Forbes, Time and numerous financial publications including the 'Sunday Times Top 100' Internet Entrepreneurs list. He also completed a part-time Masters degree in Business Administration (MBA) with the Open University School of Business in London. He is currently entrepreneur in residence at Edinburgh University within the Artificial Intelligence Applications Institute of the Informatics School.