[3] In 2006, Henderson independently released his debut album, Growing Flowers by Candlelight, which consisted of indie rock and acoustic songs.
[5] In 2009, Henderson took a break from music[6] and attended the Edinburgh College of Art,[7] where he met future collaborator Will Anderson.
[13] In 2015, Henderson collaborated with Anderson on short film Stems as a director, together with British composer Poppy Ackroyd, which earned a BAFTA Scotland Award.
[16] Henderson acted as Suburbia's main vocalist,[17] with guitarist Peter Deane (then replaced by Chris Plews in early 1999),[18] and drum player Simon Usher.
[28] Suburbia saw their sole official release in the form of a 4-track self-titled extended play that included demo versions of songs meant for their album.
[27] After the split of Suburbia, Henderson lived in London as an unemployed songwriter and had deferred his entry into Edinburgh University for six years.
[31] Later that year, Henderson returned to his home city, joining the rock band The Last September as guitarist and backing vocalist, along with his friend Pete Deane from Suburbia.
[citation needed] After a three-year break from his solo career, Henderson revealed new material to the public for the first time with the creation of a Myspace profile in early 2006, featuring new tracks "Day Trip" and "While They Wait".
Henderson released his debut album, Growing Flowers by Candlelight, on 15 July 2006 via his own label, Amphibian Husbandry.
[36] In 2007, Henderson starred as Jay opposite actor Samantha Young in the short film Mono, directed by British screenwriter Richard Smith.
[citation needed] While taking pottery lessons to create mugs out of clay in promotion of Growing Flowers by Candlelight, Henderson was inspired to pursue sculpture and figure-making.
As a student, Henderson met his frequent creative collaborator, Will Anderson, who was taking the same course albeit graduating a year earlier.
[41] In 2011, Henderson made a short animation feature titled It's About Spending Time Together as a student, which recounted a childhood experience and acted as an apology to his younger brother.
Henderson co-wrote The Making of Longbird with Anderson, which was a documentary-style film that blended elements of live action and animation.
[51] It saw a mix between Henderson's stop-motion and Anderson's digital animation skills, with stylistic choices such as a 4:3 aspect ratio and monochromatic colors.
[52] Henderson directed Stems, a 2-minute short film on the puppet-making and the nature of puppets in stop-motion animation, featuring music by Poppy Ackroyd.
[54] Wild Horses covers the main character's myalgic encephalopathy and her quest for independence, drawing from Stewart's own friend's experience with the illness.
[55] In 2019, Henderson directed short film Archie, in which the eponymous character travels to Outer Hebrides of Scotland with his pet dog upon learning about his aunt's death.