Winston DeGiobbi is a Canadian film director from Cape Breton, Nova Scotia.Solomon Nagler, "The Lingering Taste of Fragmented Narratives; A Conversation with Filmmaker Winston DeGiobbi". Off-Screen, Volume 23, Issue 7 (July 2019). He is most noted for his feature debut Mass for Shut-Ins, which was shortlisted for the Directors Guild of Canada's DGC Discovery Award in 2017,Regan Reid, "DGC unveils Discovery Award short list". Playback, October 23, 2017. and for the Vancouver Film Critics Circle's One to Watch Award at the Vancouver Film Critics Circle Awards 2017.

He began his filmmaking career with the short film Buggery in 2010, and followed up with the short films Higgy Wants In (2014) and Bright Rubber Cones (2017).

In 2020 he received Telefilm Canada funding for his second film Two Cuckolds Go Swimming.Kelly Townsend, "Telefilm invests $7M across 20 English-language features". Playback, August 26, 2020. In the same year he repurposed unused footage from the film to make the short body horror film Like a Horse in Quarantine for the Greetings from Isolation project.Norman Wilner, "Canadian directors are making films in self-isolation". Now, May 12, 2020.

Two Cuckolds Go Swimming premiered at the 2025 edition of Montreal Critics' Week.J. Kim Murphy, "Montreal Critics’ Week Festival Unveils Inaugural Line-up, With ‘Two Cuckolds Go Swimming’ Premiere, ‘Universal Language’ Closing Night". Variety, December 18, 2024.

Filmography Buggery - 2010 Higgy Wants In - 2014 Mass for Shut-Ins - 2017 Bright Rubber Cones - 2017 Like a Horse in Quarantine - 2020 Two Cuckolds Go Swimming - 2025

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