As he gained a wider following, he was led to sign with Lil Bibby's Grade A Productions, in a joint venture with Columbia Records.

His debut mixtape, F*ck Love (2020), peaked atop the ARIA Charts—making him the youngest Australian solo act to achieve this—and US Billboard 200.

[7] His debut studio album, The First Time (2023), was supported by the singles "Love Again" and "Too Much" (with Jungkook and Central Cee), and met with moderate critical and commercial reception.

[11] His father, Nick Howard, briefly pursued a recording career and signed with executive Simon Cowell, but later shifted into production and engineering work for Australian acts such as Bardot and Delta Goodrem.

[12][13] Howard's maternal great-great grandfather was a part of the Stolen Generation of children of Aboriginal descent; through this ancestor he is a Gamilaraay (or Kamilaroi) man, from which he derived his artistic name "Laroi".

[19][20] At the age of seven he moved to the rural town of Broken Hill in New South Wales and lived with his mother, brother and grandparents at the time.

[21] After leaving Broken Hill, Howard attended another private school, Sacred Heart College in Adelaide, for a period of time until he was bullied and his mother could not afford it anymore; they moved back to Sydney in 2017.

[11][20] In Sydney, Howard attended the Australian Performing Arts Grammar School on a scholarship, but he dropped out midway through year nine to pursue his international career.

[25][19] In a 2021 interview, he explained that his mother is his best friend and he wanted to help her through their tough financial situation, so he found a part-time job at a fruit store.

[32] In 2015, Howard formed the duo "Dream$Team" with Adelaide rapper DJ Marcus Jr. (aka LadyKiller) who became his mentor and support.

[35] On 16 August 2018 (the day before his 15th birthday), Howard released his debut EP, 14 with a Dream where he collaborated with Manu Crooks, B Wise and Miracle.

[37][38] His Triple J Unearthed profile bio simply states "14 with a dream..." and still features three songs that he uploaded; "Disconnect (demo)", "In My Feelings" and "Blessings".

[14] Howard's drive and confidence to one day be seen as a peer amongst his idols was noted in an interview with Acclaim where he was asked if he could name three Australian acts who he thought were going to be future legends and he stated "...I'd have to say… Can it be me?

[49][50][51][52] Howard lived with Juice Wrld in Los Angeles to learn from his idol how the studio and recording process worked.

[53][54] In December, Howard gained international attention when the music video for his song "Let Her Go" was uploaded on the Lyrical Lemonade YouTube channel.

[58] On 27 March, Howard made a cameo appearance in American rapper Lil Mosey's music video for "Blueberry Faygo".

[62][63] On 26 June, Howard was featured on Bankrol Hayden's debut studio album Pain Is Temporary, on a remix of "Costa Rica".

[70] On 18 September, the music video for "Wrong" directed by Logan Paul featuring Lil Mosey also starring ex-pornstar Lana Rhoades, was released.

[71] On 23 October, Howard released his then unknown next project's lead single "So Done" which was accompanied by a Lyrical Lemonade music video directed by Cole Bennett.

[78] On 29 December, he released the music video for "Tragic" featuring YoungBoy Never Broke Again, and Internet Money directed by Steve Cannon.

The song, which had already become extremely popular on TikTok, went on the peak at number 8 on the Billboard Hot 100, becoming Howard's first top-ten single as a lead artist.

[93] On 22 January, "Stay" was voted 2nd in Triple J's 2021 Hottest 100, making him the highest ranking Indigenous artist ever in the annual event.

[104] The album is supported by the singles "I Can't Go Back to the Way It Was (Intro)",[105] "Love Again",[106] and "Kids Are Growing Up (Part 1)".

[107] In February, Howard announced his second headlining tour, titled Bleed for You, to support The First Time that began on 22 March in Syracuse, New York.

[110] On 21 April 2023, alongside Post Malone, Laroi appeared on "What You Say", the twenty-fourth cut of YoungBoy Never Broke Again's sixth full-length studio album, Don't Try This at Home.

[121] The second leg of his Australian tour also attracted a big audience at the Brisbane Entertainment Centre, where he paid tribute to his late friend Juice Wrld.

[126][127] Since moving to California, Howard's style has switched to high end designers such as Celine,[126] Louis Vuitton, Comme des Garçons[128] and is known for his love of knitted jumpers.

[19][30] In an interview with Zach Sang, he explained that he has many friends from Chicago and that, to make himself understood, he often tweaks phrases and adapts, as they do not understand many Australian words.