Mr. Woolford is a regular speaker and has written several articles on VC, private equity and cross-border financings and previously on technology and e-commerce matters. His speaking engagements have included to the Profit50 CEO Bootcamp, Canada-U.S. Law Institute, National Angel Organization, Ontario Centres of Excellence, Association for Corporate Growth, Canadian and American Bar Associations, Canadian Conference on Auditing and Computer Technology, IT Policy Summit in Washington, D.C., Software Information Industry Association and the PricewaterhouseCoopers Expert Access Series and have covered notable topics such as “Accessing North American Capital through the Toronto Stock Exchange”, "Private Financing of Entrepreneurships", "Show Me the Money – Secrets to Raising Capital", "Capital Pool Companies: A New Approach to Venture Capital Financing", "US Private Equity in Canada", "Cross-Border Financing of Biotech Companies" and "Heading Down the Road: Accessing U.S. Capital Markets".

As an active member in his community, Mr. Woolford has been extensively involved in the United Way of Peel, including 10 years as a fundraiser (2 years as Chair of the United Way of Peel Charity Golf Tournament) and was formerly the honourary National Solicitor and a director of Peel Senior Link, a laudable community service organization providing supportive services and care to senior citizens.

In addition to earning his LL.B from the University of Western Ontario, David completed 2 years towards his B.M. (Mathematics and Computer Science) at the University of Waterloo.