Kayla Diamond’s career has never followed a straight line and that’s exactly what gives it staying power.
A producer, songwriter, and label owner working between Toronto, Los Angeles, and Montreal, Diamond operates at the intersection of creative instinct and sharp business discipline. After leaving law school to pursue music full-time, she quickly established herself not just as a pop artist, but as a writer and producer known for her instinct for hooks, structure, and intention. Her credits span major radio records, film and television placements, and the original score-to-picture pop title song for Rebel Wilson’s Bride Hard. In 2024, she became the youngest female label owner in Canada with the launch of Kolossal Records, a joint venture with The Orchard, a milestone that reflected what has defined her career from the start: creative ambition paired with decisive leadership.
“I’m really proud of the original score-to-picture pop song I did for Rebel Wilson’s new movie Bride Hard,” Diamond says. “It’s a total 100 percenter.”
That confidence isn’t accidental. Diamond approaches her career with a level of structure that extends far beyond the studio. One of the most significant shifts in her workflow came not from a new plug-in or songwriting trick, but from how she organizes her time.
“I always time block my days every Sunday for the week ahead,” she explains. “It really helps me with everything I need to do for the week.”
Outside of music, discipline remains a constant. Diamond describes herself as a “mega gym rat” who runs regularly, movement as both release and reset. “Otherwise,” she laughs, “I haven’t sat down in years.”
That balance between intensity and intention is something she believes is often overlooked in conversations about the music industry. When asked about underrated skills, her answer is direct and pragmatic.
“Intention behind everything you do,” she says. “And also the skill of being savvy enough to make money off of your skill set and not wasting time. Have fun, but be a businessperson too.”
Her mindset traces back to one of the most pivotal moments of her life: the decision to leave law school after getting signed. Instead of resistance, she found support in unexpected places.
“When I made the decision to leave law school, the dean of my law school, Megan Jennings, and my professor Michelle Richards encouraged me to follow my dreams and kept my spot open for the first three years,” Diamond says. “I think about them every day. I am so grateful. They still cheer me on.”
As she continues expanding her creative and executive footprint, Diamond remains focused on the next generation of artists. She points to collaborators like Amarii and Nicolina as examples of what’s coming.
“They’re a prime example of the next wave of artists that will pop,” she says. “Mark my words.”
At the core of her taste is songwriting, always. Asked which song she wishes she’d written, she doesn’t hesitate: “Blue Strips by Jessie Murph.”
In an ideal world, her mornings are simple and grounded. “Cuddles with my wife and daughter with some coffee in bed,” she says, “followed by a grueling gym session and then a writing session with talented writers that want it as bad as I do.”
That same clarity shows up in the advice she’d give to young creatives, distilled into a single sentence fit for a billboard.
“Make sure you only collaborate with people whose business ethics align with yours,” Diamond says. “Have a clear vision and be the best at what you do.”
Looking ahead ten years, the legacy she hopes to leave isn’t measured in accolades. It’s measured in impact.
“I hope people say that I elevated them,” she reflects. “That I was a valuable collaborator and that I led with confidence, kindness, and humility.”
And if there were a Grammy category for everyday habits?
“Consistency,” she says. “And also giving too much of myself to projects and people, a good and a bad thing.”
It’s that balance, between ambition and care, discipline and instinct, that defines Kayla Diamond’s work today, and the career she’s still actively building.