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Article content Liberal strategist Tom Pitfield would be that friend, of course, having been tight with Trudeau since the pair were toddlers, and therefore worthy of a couples’ Christmas invite to the Aga Khan’s private Caribbean island. Tom Pitfield, Chief Digital Strategist for Prime Minister Justin Trudeau’s successful 2015 federal election campaign speak sat the 2016 Liberal Biennial Convention in Winnipeg on May 27, 2016. Photo by John Woods /THE CANADIAN PRESS Pitfield’s wife, Anna Gainey, to add icing to the cake, is also the former president of the Liberal Party of Canada, as well as the daughter of NHL Hall of Famer Bob Gainey.

Sophie gregoire trudeauZdeno charaCraig kielburgerTom pitfieldPierre piloteMark bonokoskiSteven mackinnonMarc kielburgerMario dionBaga khanJustin trudeauPatricia lattanzioJarome iginlaBrenda shanahanAnna gaineyPierre elliott trudeau