Sub-series comprises art records created by friends and colleagues of the extended Jackson family. Included in this material are original and reproduction Christmas cards created by such notable artists as Bruno and Molly Lamb Bobak, Fritz Brandtner, Rody Kenny Courtice, Edwin Holgate, Yvonne McKague Housser, Lawrence Hyde, J.E.H. MacDonald, Thoreau MacDonald, Betty Maw, Isabel McLaughlin, Kazuo Nakamura, Dora de Pédery-Hunt, Art Price, Sarah Robertson, Albert Robinson, Anne Savage, Victor Tolgesy, Lowrie Warrener, and William J. Wood.
Also included in this sub-series are: original etchings by William J. Wood; a humourous caricature of A.Y. Jackson at an art opening by Albert Robinson; four sketches by Arthur Lismer, one being a portrait of A.Y. Jackson in profile and rough portraits of H.A.C. Jackson, A.Y. Jackson and Naomi Jackson Groves; an etching of an abstract figure study by Stanley Hayter; original linocuts of winter woods by Bruno Bobak; a caricature commemorative portrait of A.Y. Jackson by Globe and Mail cartoonist Ed Franklin; watercolours of Laurentian scenery by Richard Outhet; a commemorative linocut by Edith Pahlke on the death of James Walton Groves; a limited edition publication featuring a poem by Robert Choquette and wood engravings by Edwin Holgate; an artist proof print of an Arctic scene by Jens Rosing; and two etchings by Samuel Maw, including one of the McGill University Arts Building.
Of particular note is an unfinished 1915 Arts and Letters Club booklet which contains silkscreened designs on five folio pages. Tipped in is a signed oil sketch of snow-covered pines by Lawren Harris and a signed watercolour image of the "Red Canoe" by J.E.H. MacDonald. Also contained in this sub-series is an oil painting of a Dutch harbour with windmill which is tentatively attributed to Lawren Harris. There is also a watercolour portrait on ivory of Ogle Reobert Adair (1876-1900), the only brother of Naomi Jackson Groves' mother, Coralie Adair and a watercolour portrait on ivory of Naomi Lindsay, Jackson Groves' aunt and godmother.
Miscellaneous items in this sub-series include A.Y. Jackson's Royal Academy diploma, A.Y. Jackson's military buttons, certificates for the the Awarding of the Order of Canada to Naomi Jackson Groves and A.Y. Jackson and material relating to Naomi's Jackson's involvement with the Quaker American Friends Service Committee in the 1940s.