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The fonds consists of correspondence, articles, notebooks and photographs from the earlier period of Gregory's career, involving the Weekly Sun and the Continental Union Movement, and from his later years having to do with public affairs. There is no correspondence of a purely personal nature. Noted personages who are well represented include Goldwin Smith, Henri Bourassa, Sir Wilfred Laurier and Mackenzie King. There is a large number of pamphlets, addresses and publication, relating specifically to commercial union, continental union, and Canada First; material relating to Goldwin Smith; a typewritten draft of Gregory's projected autobiography, which he never completed; as well as several letter-books, scrapbooks and diaries.