Artists To Watch: Alexander Stewart – From Rising Star To Main Stage

By Aiden Richards

Photo: Amanda, @alexander.stewart.canada 

Alexander Stewart is a Toronto-born singer who was born on Aug. 27, 1999, and found his way to music early through piano lessons and vocal performance. He began writing songs in his early teens, drawn to songwriting as a way to make sense of emotion and personal experience. Before releasing original music, Stewart built an audience by sharing cover performances online, using those early moments not just to be seen,  but to learn how honesty could resonate with listeners. That focus on emotional clarity has remained central to his work as his audience and industry presence continue to grow.

Entering 2026, Stewart appears positioned for a meaningful leap in attention, with several elements aligning at once: a strong catalog, an expanding touring presence and a pop audience increasingly receptive to direct, emotionally grounded songwriting. The foundation he has built over the past few years now feels ready to support a wider reach.

“watching Alexander grow over the years has been nothing short of extraordinary. Starting off with Youtube covers to touring the world, his journey is built with so much hard work, and so much heart. Beyond his voice and songwriting, he’s a huge advocate for mental health. He speaks openly about the heavy thoughts so many of us carry and turns them into songs that find the words when we can’t.”  – Amanda, @alexander.stewart.canada

Stewart’s rise has been steady rather than sudden. He first gained traction through digital platforms, where his vocal performances helped establish trust with listeners. Unlike artists who struggle to turn online visibility into lasting work, Stewart used that early attention to release songs designed to endure. His music leans on clear melodies, tight structures and lyrics that are easy to connect with qualities that translate naturally across streaming platforms and social media without feeling trend-chasing.

Photo: Amanda, @alexander.stewart.canada 

Songwriting sits at the center of his appeal. Many of his songs focus on moments of uncertainty, regret or unresolved emotion instead of fully resolved stories. That openness gives listeners space to place their own experiences inside the music. Tracks like “I Wish You Cheated” (Bleeding Heart, 2024) show how direct lyrics and restrained production can create a strong emotional pull without relying on spectacle.

His albums reflect careful, intentional growth. bleeding heart, his debut, established the emotional framework that continues to define his sound, while later releases expanded his palette without losing that core identity. That consistency has begun to register beyond streaming numbers, with Stewart earning nominations from major award bodies a sign that his work is gaining recognition across the industry.

Touring has become another key part of his development. Stewart has shown he can carry the same emotional weight from record to stage, deepening his connection with fans while reaching new audiences. With more international dates planned for 2026, that momentum appears likely to continue.

“Every show he makes sure to include a part where he reminds us all that we are not alone, we are truly loved, that it’s okay to ask for help, and that we deserve a beautiful life despite what our brains may tell us. and that kind of impact is incredibly important.” – Amanda, @alexander.stewart.canada

Taken together, Stewart enters the year with clear advantages: a reliable catalog, a growing audience, industry recognition and songs that fit comfortably within today’s pop landscape without being dependent on trends. Those elements point toward an artist moving beyond steady growth.

As 2026 unfolds, Alexander Stewart stands out as a name likely to make the jump from gradual momentum to a much larger profile. Everything he has built so far suggests this could be the year where his reach finally matches the emotional impact of his music.

“Alexander isn’t just an artist to watch, he’s an artist who changes people. this is only the beginning of how far he’s going to go.” – Amanda, @alexander.stewart.canada