Alexander Stewart (singer)

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Alexander Stewart
Alexander Stewart in an interview on "Q with Tom Power" (May 27, 2024) Alexander Stewart Interview 2024.jpg
Alexander Stewart in an interview on "Q with Tom Power" (May 27, 2024)
Background information
Born (1999-08-27) August 27, 1999 (age 26)
Toronto, Ontario, Canada
Genres Pop
Occupation(s)Singer, songwriter, YouTuber
Years active2018–present
Labels
Website

Alexander Stewart (born 1999) is a Canadian singer, songwriter and YouTuber. He is mostly known for his singles "I Wish You Cheated" and "His Problem Instead", both of which charted on the Billboard Canadian Hot 100. His Juno-nominated debut studio album Bleeding Heart was released in May 2024.

Contents

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. [1]

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. [2] [ 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. [3] Following the song's popularity, he began writing and uploading his own songs. [4]

2019–present: Musical beginnings, Bleeding Heart, signing a record deal, What If?

In 2019, Stewart worked with Shaggy to release the single "You". [5]

On September 4, 2020, Stewart released his debut EP, Backwards, leading with the titular single, "Backwards".

In May 2024, Stewart released his debut studio album Bleeding Heart. [6] It was preceded by the singles "Blame's on Me", "Broken by You" and the Billboard Canadian Hot 100 song "I Wish You Cheated". [7]

In August 2024, Stewart received an MTV Video Music Award nomination for Video for Good for his song "If You Only Knew". [8]

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. [9]

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. [10]

On June 12, 2025, Stewart announced on Instagram that he had signed a record deal with Virgin Music. [11] [12]

On October 24, 2025, Stewart released his sophmore album, What If?, [13] which was preceded by singles "Blame On You", [14] "Here Again", [15] "Scared of Myself", [16] and "Friends Don't" with Lauren Spencer Smith. [17] 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. [18]

Discography

Studio albums

List of studio albums, showing release date, label and formats
TitleDetails
Bleeding Heart
What If?

Extended plays

List of EPs, showing release date, label and formats
TitleDetailsPeak chart positions
UK
DL
[19]
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
TitleYearPeak chart positions Certifications Album/EP
CAN
[20]
"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"73If 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)		—
"—" denotes a recording that did not chart.
List of singles as featured artist, with year released and album name
TitleYearAlbum/EPRef.
"You"
(Shaggy featuring Alexander Stewart)		2019 Wah Gwaan?! [5]

Guest appearances

List of guest appearances, with other artists, year released, and album name
TitleYearOther artist(s)Album/EP
"Gone"2024 Lost Frequencies All Stand Together

Tours

Awards and nominations

List of awards and nominations received by Alexander Stewart
AwardYear [a] Recipient(s)CategoryResultRef.
MTV Video Music Awards 2024 "If You Only Knew" Video for Good Nominated
[8]
Juno Awards 2025 Himself Breakthrough Artist or Group of the Year
Bleeding Heart Pop Album of the Year
Notes
  1. ↑ Indicates the year of ceremony. Each year is linked to the article about the awards held that year, wherever possible.

References

  1. ↑ "Alexander Stewart". PopFiltr. 2023-10-14. Retrieved 2024-10-27.
  2. ↑ stewies family (2021-05-02). "Alexander Stewart - When I Was Your Man (school concert, 8th grade)". YouTube . Retrieved 2024-10-28.
  3. ↑ https://www.youtube.com/watch?v=xKHFqmHzxmw
  4. ↑ Kuenzel, Antonia (2023-01-27). "Alexander Stewart". Euphoria Magazine. Retrieved 2024-10-27.
  5. 1 2 Leiber, Sarah Jae (March 29, 2019). "Shaggy Released 'You' Featuring Alexander Stewart". BroadwayWorld . Retrieved October 27, 2024.
  6. ↑ Gehlich, Clare (May 10, 2024). "Alexander Stewart shows his 'bleeding heart' in debut album". Melodic . Retrieved January 27, 2025.
  7. ↑ "Alexander Stewart releases debut album 'bleeding heart'". Noizemag . May 10, 2024. Retrieved January 27, 2025.
  8. 1 2 "2024 MTV VMA nominations: See the full list". ABC News . Archived from the original on September 7, 2024. Retrieved 2024-10-30.
  9. ↑ Cantor, Brian (November 3, 2024). "Two Friends & Alexander Stewart's "Wrong Way" Officially Reaches #1 At Dance Radio". Headline Planet . Retrieved September 23, 2025.
  10. 1 2 Siméon Dumont, "Les nominations des JUNOS 2025". Le Canal Auditif, February 11, 2025.
  11. ↑ https://www.instagram.com/p/DKzsWT6pfDe/?hl=en
  12. ↑ https://www.melodicmag.com/news/alexander-stewart-signs-a-record-deal-with-virgin-music/
  13. ↑ https://www.instagram.com/p/DN2yKFp2pf-/?hl=en
  14. ↑ https://www.instagram.com/p/DMIje0HRwhj/?hl=en
  15. ↑ https://www.instagram.com/p/DJ6-28jJBNT/?hl=en
  16. ↑ https://www.instagram.com/p/DOBcM4xjaEr/?hl=en
  17. ↑ https://www.instagram.com/p/DOgheQAjbjK/?hl=en
  18. ↑ https://www.melodicmag.com/news/alexander-stewart-reveals-the-what-if-world-tour/
  19. ↑ "UK Album Downloads Chart: 23-12-15". Official Charts Company . Retrieved October 28, 2024.
  20. ↑ "Canadian Hot 100: Week of January 13, 2024". Billboard . Retrieved October 28, 2024.
  21. 1 2 "Canadian certifications – Alexander Stewart". Music Canada . Retrieved October 28, 2024.
  22. ↑ "Alexander Stewart". First Avenue . Retrieved October 28, 2024.
  23. ↑ "Alexander Stewart Announces the Bleeding Hearts Tour". Live Nation Entertainment . February 27, 2024. Retrieved October 27, 2024.
  24. ↑ Dunn, Mariah (September 24, 2024). "Alexander Stewart announces 'The Homecoming Tour' across Canada this fall". Melodic . Retrieved October 27, 2024.
  25. ↑ Ine, Joseph (July 29, 2025). "Alexander Stewart announces Here Again Tour in UK and Europe". Melodic . Retrieved August 10, 2025.
  26. ↑ Franzo, Allyson (October 26, 2025). "Alexander Stewart reveals the 'What If?' world tour". Melodic . Retrieved October 28, 2025.
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