Practice concentrates on technology-related commercial transactions and all types of outsourcing. Leads complex IT transactions, including projects in the technology, financial services, retail, utilities, public and healthcare sectors. Provides advice on large strategic outsourcing transactions from planning stage, through vendor selection to final agreement. Also provides advice and leads a team providing commercial technology law advice to early stage and high growth technology companies. Current projects include transactions related to AI, Fintech, Blockchain, SaaS/cloud computing and eHealth. Often presents at conferences and client events on topics such as commercialization of technology, cloud computing, fintech, technology procurement, contracting for cybersecurity, and outsourcing. Past president of the Canadian IT Lawyers Association (IT.Can) and Toronto Computer Lawyers Group. Simon was called to the Bar in Ontario (1992) and Newfoundland (1996).