1,3 is currently a retired businessman, leaving his position in January 2008 as the Senior Vice President of Dundee Realty Corporation responsible for the Land and Housing Operations of Dundee Developments and Homes by Dundee in Regina, Saskatchewan. After graduation from the University of Saskatchewan with a Bachelor of Commerce in 1966 to 1972 Tom was employed with Clarkson, Gordon & Co. where he obtained his Chartered Accountant (C.A.) designation and became Audit Manager. From 1972 to July 2008, Tom was continuously employed as a senior officer with Dundee Realty Corporation and its predecessor companies Cairns Homes Limited, Carma Developers Ltd. and Preston Developers Inc. Mr. Shepherd has an extensive background in community leadership. He has served and continues to serve on a number of sport associations and committees, including being the founder and President of Friends of the Riders Inc., the fundraising arm for the Saskatchewan Roughrider Football Club from 1986 to 2018. He was President (1987 – 1989), Member of the Management Committee, Director and Treasurer of the Saskatchewan Roughrider Football Club for twenty-two years, Past Treasurer and Director of the Regina Rams Football Club for six years and Treasurer and Director of the Gordon Currie Youth Development Fund for twenty- five years. Mr. Shepherd was also a Director for both Grey Cup 1995 Inc. and Grey Cup 2003 Inc. In 2005, the Province of Saskatchewan awarded Mr. Shepherd both the Saskatchewan Volunteer Medal and the Saskatchewan Centennial Medal. In 2006, Mr. Shepherd was inducted into the Regina Sports Hall of Fame. In 2008, Mr. Shepherd was inducted into the Canadian Football Hall of Fame, and in 2009 inducted into the Saskatchewan Sports Hall of Fame. In 2010, Tom was conferred with an Honorary Doctor of Law Degree from the University of Regina.