Oliveira is an academic with a PhD in 17th century literature and is a former employee of the Glad Day Bookshop, the world's oldest surviving LGBT bookstore and event space, whose community he cites as a major influence in his work.

[12] Oliveira received his PhD from the University of Toronto in 2017,[13] with a thesis entitled "Exit the King: Sovereignty and Subjectivity in the English Baroque".

[9][17] Oliveira has been an outspoken critic of the Toronto Police and their failure to protect the queer community, particularly in relation to the McArthur killings.

[18][19] Oliveira's writing has covered events such as the death and legacy of filmmaker Joel Schumacher[10] and topics such as LGBTQ Pride Month[6] and the COVID-19 pandemic.

[40] In 2018 and 2019, Oliveira co-hosted the red carpet for the Toronto International Film Festival,[41][42] interviewing stars such as Chris Pine,[43] Susan Sarandon,[44] Sam Neill,[45] and others.

[50][51] Since March 2018,[52] Oliveira has published The Devil's Party, a podcast in which takes a "book-club style reading" to "help first-timers and experts alike in catching the weird magic of these important and influential texts".

[65][75] Oliveira's debut novel Dayspring was published in April 2024 by Strange Light Press (a division of Penguin Random House).

[79] The book is based on Oliveira's 2019 short story of the same name,[80] published in Hazlitt,[11] which won the 2020 National Magazine Award for fiction.

[88] His short story, "Ganymede", described by the publisher as an "an epic poem space opera choose your own adventure",[89] appears in the queer sci-fi/fantasy anthology I Want That Twink Obliterated by Bona Books.