Tuckamore Capital

Management and Directors



Dean MacDonald

Executive Chairman

Mr. MacDonald has had a long and successful career as an operating executive and entrepreneur. His operating experience includes serving as the chief operating officer of Rogers Cable and as the chief executive officer of Persona Communications, a TSX-listed cable and internet services company. Mr. MacDonald worked with a syndicate of investment partners to turn around Persona’s operations and subsequently sold the business at a significant premium to its purchase price in 2007. Mr. MacDonald has also served as chairman of the Newfoundland and Labrador Energy Corporation, which manages the province’s oil and gas assets. He has management and investment experience in a number of industries, including advertising, marketing and communications. In 2007, Mr. MacDonald was selected as CEO of the Year by Birch Hill Capital Partners.

Adrian Montgomery


Mr. Montgomery joined the Fund as vice president in January of 2010. Prior to that, he worked at Rogers Media Inc., where he oversaw a number of business development initiatives in the fields of sports and entertainment. At Rogers, Mr. Montgomery spearheaded several landmark alliances with the National Football League, the International Olympic Committee, the FIFA World Cup, Live Nation Music, and CBS Paramount. A lawyer and member of the New York State Bar, Mr. Montgomery is active in the political process and has served as a senior advisor to politicians at all levels of government. He is also involved in a number of charitable endeavours and sits on the board of the Toronto East General Hospital Foundation.  Mr. Montgomery currently sits on the board of Epsilon Energy Ltd. a TSX listed company.

Keith Halbert

Chief Financial Officer

Mr. Halbert joined the Fund in August 2005 as vice president and was appointed chief financial officer in December 2009. Mr. Halbert has over 20 years experience in senior financial roles in both the financial services and technology services sectors, and has primarily worked alongside the business founders in businesses ranging from early stage to established public companies. Mr. Halbert is a Chartered Accountant. Most recently, Mr. Halbert was chief financial officer of Star Data Systems Inc., PSINet Canada Inc., and Fusepoint Managed Services Inc. Previously, Mr. Halbert was employed in the audit divisions of Deloitte & Touche, Newcastle, England, and PricewaterhouseCoopers LLP, Calgary, Alberta.