Specialising in advice to owner entrepreneurs, Simon has been involved in transactions at every stage of the life cycle, from raising venture capital finance to hundred million pound sales of businesses. Transactions for which he has been responsible include the acquisition of Byron Hamburgers by Hutton Collins, the sale of Soho House to Ron Burkle, multiple transactions involving Virgin Active; the acquisition of DFS by Advent International; various Transactions involving Trainline over an extended period; the growth of Rentify, including raising capital and ongoing advice, and many more.
Simon also sits on the board of certain client companies to which ongoing advice is given, including Jellycat and Rentify.
Simon was a founding shareholder of New Boathouse Capital, a business he started with other colleagues in 2000. New Boathouse was sold to Quayle Munro in 2007 where he was a managing director until he founded Ashcombe in 2010. Simon originally trained as a corporate lawyer at Macfarlanes, specialising in corporate transactions focused on private equity. He graduated from Oxford University in 1991.