After gaining popularity as a singer on YouTube and in Australian talent competitions, Sivan signed with EMI Australia in 2013 and released his third EP, TRXYE (2014), which peaked at number five on the US Billboard 200.

For the track "Rush", Sivan received his first Grammy Award nominations, one for Best Pop Dance Recording and another for Best Music Video.

[10] In 2018, he received a Golden Globe nomination for Best Original Song for "Revelation", from the film Boy Erased, in which he also had a supporting acting role.

[13][14][15] At age two,[16] Sivan moved to Perth, Western Australia, with his parents and three siblings due to rising crime in South Africa.

[27] "Happy Little Pill" peaked at number 10 on the ARIA Singles Chart and was certified gold by the Australian Recording Industry Association for shipments exceeding 35,000 copies.

The EP was supported by a music video trilogy entitled Blue Neighbourhood, comprising the three songs "Wild", "Fools" and "Talk Me Down" and released from September 2015 to December 2015.

Additionally, the EP served as an introduction to his debut studio album Blue Neighbourhood,[29] which was released on 4 December 2015.

[37] Sivan later confirmed that his new album would feature a collaboration with long-time friend Ariana Grande,[38] titled "Dance to This".

[41] That month, he announced that his second studio album was titled Bloom, while accompanying Taylor Swift as a guest performer at a concert in Pasadena during her Reputation Stadium Tour.

[46] That same year, Sivan received a Golden Globe nomination for Best Original Song for "Revelation", which he recorded and co-wrote for the film Boy Erased.

The artists, who Sivan met on Instagram, also designed t-shirts for the single, and all net proceeds were donated to the WHO COVID-19 Solidarity Response Fund and Spotify's COVID-19 Music Relief Project.

[55] In June 2021, he performed songs from the EP for Grubhub's virtual concert series Sound Bites, in support of the NGLCC's efforts in assisting LGBT-owned restaurants during the COVID-19 pandemic.

On 10 November 2023, Sivan received two Grammy nominations for "Rush": Best Music Video and Best Pop Dance Recording.

[68] In July 2009, he auditioned successfully for the lead role in Spud, a film adaptation of the 2005 novel by South African author John van de Ruit.

[72] Sivan appeared in the Western Australian season of Samuel Beckett's absurdist play Waiting for Godot which opened on 28 May 2010.

[75] In 2022, he starred as Caleb, a 17-year-old exposed to HIV following a one-night fling on the eve of his high school graduation in the feature film Three Months, which explores the ongoing stigma that HIV-positive persons experience.

[89] In July 2023, it was reported that in addition to his new album, Sivan would be releasing with his brother "an independent luxury lifestyle collection of fragrances and art-driven objects" called Tsu Lange Yor.

The idea of "home" and creating a space for yourself was a very personal concept, leading Sivan to turn away companies offering him white label products and pre-built businesses.

[92][93][non-primary source needed] The brand sells homeware, candles and fragrances, including "Sala Eau de Parfum", named after his nephew.

[94] Sivan's favourite artists include Janet Jackson, Amy Winehouse, Taylor Swift and Lorde.

[96] He told Wonderland in 2018, "When I think about the songs that I grew up listening to that made me feel ... gay, it was mostly straight women: Cher, Madonna, Miley, Robyn, Lady Gaga.

[104][105][106] In December 2020, Sivan was listed at number 34 in Rolling Stone Australia's "50 Greatest Australian Artists of All Time" issue.

Blue Neighbourhood's trilogy followed the narrative of two gay teenagers in a secret relationship while "Youth" featured Sivan with another male love interest.

Sivan has said that these portrayals are important to him, especially when he remembers "such vivid memories of the few times I saw any type of LGBTQ relationship on TV or in music videos".

[110] A remix of "Easy", featuring country singer-songwriter Kacey Musgraves and producer Mark Ronson, was released alongside a second music video in December 2020.

[111] On 13 July 2023, Sivan released the music video for "Rush", the lead single for Something to Give Each Other, which received widespread acclaim for its unapologetic display of queer culture.

[113] Sivan received some criticism for a lack of body diversity among the dancers in the music video; in response, he said "it just wasn't a thought [he and creative director Gordon von Steiner] had.

[14] Sivan has a mild form of Marfan syndrome making him "super thin, with long bendy fingers, and a high [palate]" which he considers "weird".