Dugdale joined Daniel Petrie, Jr. & Company as Vice President, Production in 2003 before becoming a full partner in the company in 2004. He then founded Enderby Entertainment with Petrie in 2006. Dugdale also gained experience in public sector financing and investor relations while working in oil, gas and uranium markets. Dugdale produced Dawn Patrol and Rosemont, both films were directed by Daniel Petrie, Jr. Dugdale also produced About Cherry co-written and directed by Stephen Elliott. For Tony-Seven Films, Enderby Entertainment's genre film division, Dugdale served as executive producer on The Speak, Vile and 5 Souls and as producer on A Haunting at Silver Falls, No Tell Motel and Blood Shed. Dugdale also served as executive producer on Tony-Seven Films’ first sequel, the upcoming A Haunting at Silver Falls 2. Dugdale produced and financed the thriller Blackway in 2015, the first film collaboration involving Alfredson, Enderby Entertainment and world-wide distributor Electric Entertainment. Directed by Daniel Alfredson, Blackway was adapted for the screen by Joseph Gangemi & Gregory Jacobs, based upon the novel Go with Me by Castle Freeman, Jr. The film was feted with a gala world premiere at the 72nd Venice Film Festival ahead of its 2016 release. In 2017, Dugdale produced the psychological thrillerAn Ordinary Man in collaboration with actor/producer Sir Ben Kingsley and writer/director/producer Brad Silberling. Dugdale also, as Enderby CEO, financed and produced the film. Dugdale also arranged for its international distribution by Dean Devlin’s Electric Entertainment, marking Enderby’s second collaboration with the Electric. Dugdale most recently produced the upcoming filmNight Hunter. Dugdale produced three films shot back to back, based upon a series of European best-sellers by the Swedish author Håkan Nesser. The three stand-alone thrillers, adapted by Daniel Alfredson & Ditta Bongenhielm, are stories interconnected by the Café Intrigo, which gives the three films their overall title. The first two films, and Intrigo: Dear Agnes, have completed filming on locations in Belgium, Slovenia, Croatia and Serbia and currently in post production. The third film, Intrigo: Samaria, is shooting now. All three films are directed by Sweden’s Daniel Alfredson, the director of Enderby Entertainment’s Blackway. Currently, Dugdale is in production of Second World Waraction thrillerPeace in collaboration with director Robert Port.