[6] He began listening to rappers like Outkast, Eminem, and 50 Cent, before turning to "more nuanced sounds of the culture", such as Lauryn Hill, Common, The Pharcyde, J Dilla, and MF DOOM.
[3] In 2015 he completed honours in Indigenous Studies, also at UNSW, focusing on Aboriginal hip hop music.
[2] In October of that year, he appeared in Adelaide as part of the OzAsia Festival, headlining a show at Nexus Arts, supported by DyspOra and ELSY.
[15] His 2020 single "I Can't Breathe", featuring BARKAA, became an anthem for the Black Lives Matter movement in Australia, and has been incorporated into some school curricula.
[19] In June 2022, DOBBY presented Warrangu: River Story at the Art Gallery of New South Wales in partnership with Vivid Sydney.
[4] In November 2022, he collaborated with other First Nations artists Emma Donovan, Emily Wurramara, Drmngnow, and Optamus to create a song in memory of Cassius Turvey, a Noongar-Yamatji boy who had died at the age of 15 the result of an assault by a random attacker when walking home from school in Perth, Western Australia.
[20][22] In May 2023, Dobby released the single "Walk Away"" which critiques the constant dismissal and erasure of Australia's indigenous history and colonialism.
[23] In December 2023, Dobby released "Dirrpi Yuin Patjulinya", the lead single from his debut album, Warrangu: River Story.
[25] In 2024, Dobby was narrator for Baleen Moondjan, a work commissioned by the Adelaide Festival, created by former Bangarra Dance Theatre artistic director Stephen Page, performed on the beach at Glenelg.
With music composed by Steve Francis, the performance combined contemporary dance, storytelling, and songs in English, Jandai, and Gumbaynggirr/Yaegl languages.
The National Indigenous Music Awards recognise excellence, innovation and leadership among Aboriginal and Torres Strait Islander musicians from throughout Australia.