Alexander Stewart

Alexander Stewart (born August 27, 1999, in Toronto, Ontario ) 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 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" 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.

pop-singer-songwriter

What If? - 2025-10-24T00:00:00.000000Z

bleeding heart - 2024-05-10T00:00:00.000000Z

if you only knew - 2023-12-08T00:00:00.000000Z

Aftermath - 2021-11-05T00:00:00.000000Z

Backwards - 2020-09-04T00:00:00.000000Z

Every Lifetime - 2026-02-20T00:00:00.000000Z

Friends Don’t - 2025-09-19T00:00:00.000000Z

Scared of Myself - 2025-08-27T00:00:00.000000Z

Blame On You - 2025-07-25T00:00:00.000000Z

Here Again - 2025-06-06T00:00:00.000000Z

Crossfire (Brooks Remix) - 2024-12-06T00:00:00.000000Z

His Problem Instead - 2024-11-22T00:00:00.000000Z

Put You First - 2024-10-11T00:00:00.000000Z

Crossfire - 2024-10-04T00:00:00.000000Z

Wrong Way (with Alexander Stewart) [Quarterhead Remix] - 2024-08-30T00:00:00.000000Z

Wrong Way - 2024-06-28T00:00:00.000000Z

Life at First Sight - 2024-06-21T00:00:00.000000Z

broken by you - 2024-03-08T00:00:00.000000Z

i wish you cheated (Frank Walker Remix) - 2024-02-14T00:00:00.000000Z

he never will - 2023-11-14T00:00:00.000000Z

i wish you cheated (acoustic) - 2023-10-17T00:00:00.000000Z

i wish you cheated - 2023-08-09T00:00:00.000000Z

birthday cake (duet) - 2023-07-07T00:00:00.000000Z

I'm trying - 2023-05-19T00:00:00.000000Z

leave me in the dark - 2023-04-05T00:00:00.000000Z