Sidney was a producer on Drake's short film Jungle created for the release of his 2015 album, and in 2016 wrote, produced, co-directed & acted in (rough cut), a short film exploring sexual politics on set. The film had its world premiere during TIFF 2016, was selected as a Vimeo Staff Pick, featured on Short of the Week and screened at MoMA in February 2019. Sidney has also worked as producer & coordinator on a number of commercial productions including Neutrogena, Crown Royal, Winners, Tim Hortons, VISA, Budweiser, Taco Bell and Habitat for Humanity.