Simon is Chairman of the Partnership. His practice includes tax and succession work and charity law. His expertise covers capital taxation, succession, trust law and asset protection with both UK and international dimensions. An important feature of his work is succession to family businesses, whether incorporated, partnerships or landed estates. His knowledge of charity law and practice is fundamental to advice to clients on philanthropic issues.

Simon works with charities particularly on issues of governance, regulation, formation and mergers, including tax aspects. He was a member of the Scottish Charity Law Review Commission (the McFadden Commission). He is accredited by the Law Society of Scotland as a Charity Law specialist. Simon speaks regularly at specialist conferences both in the UK and abroad, and is a member of STEP. He is a past convenor of the Law Society of Scotland's Tax Law Committee and its Charity Law sub-committee. He is also a member of the International Academy of Estate and Trust Law, and of the Charity Law Association. Chambers UK describes Simon as a "leading light" and says he has "enormous empathy for the voluntary sector and knows what it needs". Clients laud his ability to combine "deep knowledge with a customer-friendly manner; he is a great lawyer with a sharp business mind".

After reading law at Cambridge and Edinburgh Universities, Simon trained with W & J Burness where he became a partner in 1985. He was one of their private client partners who joined Turcan Connell in December 1997. Simon is the former Chairman of The Edinburgh Academy and of The Scottish Episcopal Church Pension Fund. He has served on the board of the Edinburgh International Book Festival and currently chairs the Family Council of Macphie of Glenbervie. He is Collector of the WS Dependants' Annuity Fund, a member of the Management Committee of the New Club, Edinburgh, and of the Executive Committee of the Charity Law Association.