Alexander Stewart (singer)
From Wikipedia, the free encyclopedia
Alexander Stewart | |
|---|---|
 | |
| Background information | |
| Born | August 27, 1999 Toronto, Ontario, Canada |
| Genres | Pop |
| Occupations | Singer, songwriter |
| Years active | 2018–present |
| Labels |
|
| Website | |
Alexander Stewart (born August 27, 1999, in Toronto, Ontario [1]) is a Canadian pop singer, songwriter, and social media creator known for his emotionally raw songwriting and massive online following. He rose to prominence with his singles "I Wish You Cheated" and "His Problem Instead," both of which charted on the Billboard Canadian Hot 100[2].
Stewart began his career as a teenager, uploading his first cover to YouTube in May 2013. His cover of Camila Cabello's "Havana" in 2017 became a breakout moment, propelling him toward original music and a growing fanbase.[3] Born in Toronto and now based in Los Angeles, he has described his catalog as a "sonic diary" — a public record of his life and emotions dating back to age 16.[4][5]
Stewart was the second-most popular artist on TikTok in Canada in 2023, and his platform presence has been a major driver of his success. His TikTok campaign for "I Wish You Cheated" amassed over 43 million views and led to a performance on The Tonight Show Starring Jimmy Fallon.[6] Across platforms, he has accumulated over half a billion streams globally, with hundreds of millions of YouTube views [7].
His Juno-nominated debut studio album Bleeding Heart was released in May 2024. In November 2024, he reached number one on Billboard's Dance/Mix Show Airplay chart with "Wrong Way," a collaboration with LA-based producers Two Friends. His sophomore album, What If?, followed in October 2025, featuring singles including "Friends Don't" [8]with Lauren Spencer Smith, and was supported by a 34-date world tour.[9] Stewart also performed "The Way a Heart Breaks" on The Kelly Clarkson Show in October 2025 in support of the album.[10] In 2025, Stewart signed with Virgin Music.[11]
Career
2013–2018: Early days on YouTube
Stewart uploaded his first cover song to the YouTube channel Alec Stewart on May 24, 2013, performing "When I Was Your Man" by Bruno Mars.[13][non-primary source needed] Over several years, he continued uploading cover songs to his channel, gaining popularity from his cover of Camila Cabello's "Havana", which he uploaded on October 22, 2017.[14] Following the song's popularity, he began writing and uploading his own songs.[15]
2019–present: Musical beginnings, Bleeding Heart, signing a record deal, What If?
In 2019, Stewart worked with Shaggy to release the single "You".[16]
On September 4, 2020, Stewart released his debut EP, Backwards, leading with the titular single, "Backwards", which reached #31 on Billboard's CHR/Top 40 radio chart.[17]
In May 2024, Stewart released his debut studio album Bleeding Heart.[18] It was preceded by the singles "Blame's on Me", "Broken by You" and the Billboard Canadian Hot 100 song "I Wish You Cheated".[19]
In August 2024, Stewart received an MTV Video Music Award nomination for Video for Good for his song "If You Only Knew".[20]
In November 2024, Stewart reached number one on Billboard's Dance/Mix Show Airplay chart with "Wrong Way" with L.A.-based producers Two Friends.[21]
In February 2025, Stewart received a Juno Award nomination for Breakthrough Artist or Group of the Year, and his debut studio album Bleeding Heart was nominated for a Juno Award for Pop Album of the Year.[22]
On June 12, 2025, Stewart announced on Instagram that he had signed a record deal with Virgin Music.[23][24]
On October 24, 2025, Stewart released his sophomore album, What If?,[25] which was preceded by singles "Blame On You",[26] "Here Again",[27] "Scared of Myself",[28] and "Friends Don't" with Lauren Spencer Smith.[29] Stewart is set to go on a 34-date tour to support the album, called the "What If? Tour", set to kick off in Manchester, United Kingdom on November 13, 2025, before coming to North America in early 2026, ending in Los Angeles, California on April 4, 2026.[30]
Discography
Studio albums
| Title | Details |
|---|---|
| Bleeding Heart |
|
| What If? |
|
Extended plays
| Title | Details | Peak chart positions | ||||
|---|---|---|---|---|---|---|
| UK DL [31] | ||||||
| Backwards |
|
— | ||||
| Aftermath |
|
— | ||||
| If You Only Knew |
|
92 | ||||
| "—" denotes a recording that did not chart. | ||||||
Singles
As lead artist
| Title | Year | Peak chart positions | Certifications | Album/EP | |||
|---|---|---|---|---|---|---|---|
| CAN [32] | |||||||
| "Enamorado" | 2018 | — | Non-album single | ||||
| "Best Damn Thing" | — | Backwards | |||||
| "Backwards" | 2019 | — | |||||
| "Shy" | — | ||||||
| "Shady" | — | ||||||
| "No Thanks" | — | ||||||
| "This Is Your Life" | — | Non-album single | |||||
| "Single" | — | Backwards | |||||
| "Don't Give Your Heart Away for Christmas" | — | Non-album singles | |||||
| "Halo" | — | ||||||
| "Compare Myself" | 2020 | — | |||||
| "Stop & Go" (with Mime) |
2021 | — | |||||
| "House of Cards" | — | Aftermath | |||||
| "Let Me Hate You" | — | ||||||
| "24 Hours" | — | ||||||
| "Different People" (with Haven) |
— | Non-album singles | |||||
| "Echo" | 2022 | — | |||||
| "When You Love Someone" | — | ||||||
| "Back to You" | — | ||||||
| "Would You Lie" (with Seeb) |
— | ||||||
| "Blame's on Me" | — | Bleeding Heart | |||||
| "Leave Me in the Dark" | 2023 | — | Non-album singles | ||||
| "I'm Trying" | — | ||||||
| "Birthday Cake (Duet)" (with Dylan Conrique) |
— | Pieces | |||||
| "I Wish You Cheated" | 73 |
|
If You Only Knew and Bleeding Heart | ||||
| "He Never Will" | — | If You Only Knew | |||||
| "Broken by You" | 2024 | — | Bleeding Heart | ||||
| "Life at First Sight" | — | Non-album singles | |||||
| "Wrong Way" (with Two Friends) |
— | ||||||
| "Crossfire" (with Frank Walker) |
— | Origin (Deluxe) | |||||
| "Put You First" | — | Non-album singles | |||||
| "His Problem Instead" | 72 | ||||||
| "Here Again" | 2025 | — | What If? | ||||
| "Blame on You" | — | ||||||
| "Scared of Myself" | — | ||||||
| "Friends Don't" (with Lauren Spencer Smith) |
— | ||||||
| "Every Lifetime" | 2026 | — | Non-album single | ||||
| "—" denotes a recording that did not chart. | |||||||
As featured artist
| Title | Year | Album/EP | Ref. |
|---|---|---|---|
| "You" (Shaggy featuring Alexander Stewart) |
2019 | Wah Gwaan?! | [16] |
Guest appearances
| Title | Year | Other artist(s) | Album/EP |
|---|---|---|---|
| "Gone" | 2024 | Lost Frequencies | All Stand Together |
