Alexander Stewart (born August 27, 1999) 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.
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. 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.
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. Across platforms, he has accumulated over half a billion streams globally, with hundreds of millions of YouTube views.
His Juno-nominated debut studio album Bleeding Heart was released in May 2024. In November 2024, he reached number one on Billboards 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" with Lauren Spencer Smith, and was supported by a 34-date world tour. Stewart also performed "The Way a Heart Breaks" on The Kelly Clarkson Show in October 2025 in support of the album. In 2025, Stewart signed with Virgin Music.
Early life Stewart was born August 27, 1999, in Toronto. He is the second and youngest child of Joanna and Alec Stewart. His sister's name is Elizabeth Stewart. 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. His first official cover on his personal YouTube channel was New York State of Mind by Billy Joel. Over several years, he continued uploading cover songs to his YouTube channel, gaining popularity from his cover of Camila Cabello's "Havana", which he uploaded on October 22, 2017.https://www.youtube.com/watch?v=xKHFqmHzxmw Following the song's popularity, he began writing and uploading his own songs.
2019–present: Musical beginnings, Bleeding Heart, signing a record deal, What If? In 2019, Stewart worked with Shaggy to release the single "You".
On September 4, 2020, Stewart released his debut EP, Backwards, leading with the titular single, "Backwards", which reached #31 on Billboards Canada CHR/Top 40 radio chart.
In May 2024, Stewart released his debut studio album Bleeding Heart. It was preceded by the singles "Blame's on Me", "Broken by You" and the Billboard Canadian Hot 100 song "I Wish You Cheated".
In August 2024, Stewart received an MTV Video Music Award nomination for Video for Good for his song "If You Only Knew".
In November 2024, Stewart reached number one on Billboards Dance/Mix Show Airplay chart with "Wrong Way" with L.A.-based producers Two Friends.
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.
On June 12, 2025, Stewart announced on Instagram that he had signed a record deal with Virgin Music.https://www.instagram.com/p/DKzsWT6pfDe/?hl=enhttps://www.melodicmag.com/news/alexander-stewart-signs-a-record-deal-with-virgin-music/
On October 24, 2025, Stewart released his sophomore album, What If?,https://www.instagram.com/p/DN2yKFp2pf-/?hl=en which was preceded by singles "Blame On You",https://www.instagram.com/p/DMIje0HRwhj/?hl=en "Here Again",https://www.instagram.com/p/DJ6-28jJBNT/?hl=en "Scared of Myself",https://www.instagram.com/p/DOBcM4xjaEr/?hl=en and "Friends Don't" with Lauren Spencer Smith.https://www.instagram.com/p/DOgheQAjbjK/?hl=en 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.https://www.melodicmag.com/news/alexander-stewart-reveals-the-what-if-world-tour/
Discography Studio albums +List of studio albums, showing release date, label and formats Title Details Bleeding Heart Released: May 10, 2024 Label: FAE grp Formats: Digital download, streaming What If? Released: October 24, 2025 Label: Virgin Formats: Digital download, streaming
Extended plays +List of EPs, showing release date, label and formats Title Details Peak chart positions UKDL Backwards Released: September 20, 2020 Label: AS Records Formats: Digital download, streaming — Aftermath Released: November 5, 2021 Label: Independent Formats: Digital download, streaming — If You Only Knew Released: December 8, 2023 Label: FAE grp Formats: Digital download, streaming 92 "—" denotes a recording that did not chart.
Singles As lead artist +List of singles as lead artist, with chart positions, certifications, year released, and album name Title Year Peak chart positions Certifications Album/EP CAN "His Problem Instead": "Enamorado" 2018 — "Best Damn Thing" — Backwards "Backwards" 2019 — "Shy" — "Shady" — "No Thanks" — "This Is Your Life" — "Single" — Backwards "Don't Give Your Heart Away for Christmas" — rowspan="4" "Halo" — "Compare Myself" 2020 — "Stop & Go" 2021 — "House of Cards" — Aftermath "Let Me Hate You" — "24 Hours" — "Different People" — rowspan="5" "Echo" 2022 — "When You Love Someone" — "Back to You" — "Would You Lie" — "Blame's on Me" — MC: Gold Bleeding Heart "Leave Me in the Dark" 2023 — rowspan="2" "I'm Trying" — "Birthday Cake (Duet)" — Pieces "I Wish You Cheated" 73 MC: Gold If You Only Knew and Bleeding Heart "He Never Will" — If You Only Knew "Broken by You" 2024 — Bleeding Heart "Life at First Sight" — rowspan="2" "Wrong Way" — "Crossfire" — Origin (Deluxe) "Put You First" — rowspan="2" "His Problem Instead" 72 "Here Again" 2025 — What If? "Blame on You" — "Scared of Myself" — "Friends Don't" — "Every Lifetime" 2026 — "Home"— Filing for Love "Temporary"— rowspan="2" "Missing Piece"— "—" denotes a recording that did not chart.
As featured artist +List of singles as featured artist, with year released and album name Title Year Album/EP"You"(Shaggy featuring Alexander Stewart) 2019 Wah Gwaan?!
Guest appearances +List of guest appearances, with other artists, year released, and album name Title Year Other artist(s) Album/EP "Gone" 2024 Lost Frequencies All Stand Together
Tours Blame's on Me Tour (2023) The Bleeding Hearts Tour (2024) The Homecoming Tour (2024) Here Again Tour (2025) What If? World Tour (2025–2026)
Awards and nominations + List of awards and nominations received by Alexander Stewart Award Year Recipient(s) Category Result MTV Video Music Awards 2024 "If You Only Knew" Video for Good rowspan="3" Juno Awards 2025 Himself Breakthrough Artist or Group of the Year Bleeding Heart Pop Album of the Year
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