Shepherd was a Chartered Accountant based in Port Perry, Ontario when he became the Liberal party candidate for Durham electoral district in the 1993 general election. He won the riding and was re-elected there in the 1997 and 2000 general elections, serving in the 35th, 36th and 37th Canadian Parliaments respectively. He was Parliamentary Secretary to the Minister of Revenue, and on the Finance Committee.
Shepherd did not campaign again for the Durham riding and therefore left federal politics in 2004.
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