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File consists of records relating to I am the Alchemist (2007), Winsom's first major solo exhibition in Belize, held at the Image Factory art foundation. Includes promotional material and a Gallery Guide noting the locations for each installation in the exhibition.

File consists of promotional material relating to the exhibition Jumping the Big Boa (2012), held at the Image Factory art foundation in Belize.

File consists of records relating to Winsom's solo exhibition, I Rise (2019), held at the Art Gallery of Ontario. Includes installation documents, crate lists, budget documents, and related exhibition documents.

File consists of records relating to Winsom's solo exhibition, The Masks We Wear (2022), held at the Agnes Etherington Art Center. Includes promotional material and other documents regarding the exhibition, including an itinerary and other travel documents.

File consists of audio-visual material relating to Winsom's exhibitions and projects. Optical disks contain a digital catalogue for Rousings (2004) featuring Winsom's artist statement, video footage from the opening of Iconography of Divination (2003) at the A Space Gallery, and "OYA + Yemaya," a movie by Winsom. Also includes the movie All Eyes on Africa (1993) by Clem Marchall on VHS and a VHS tape titled "Interview Grand Cayman - Looking for perfect teachers 2004."

File consists of posters and other promotional material relating to Winsom's exhibitions and other projects featuring Winsom's work, including "uhuru sasa/ freedom now" (1991) and Black Wimmin, When and Where We Enter (1989). Also includes a brochure for "Toronto Tributes + Tributaries 1971-1989" (2016).