The Softest Songs Hurt the Most: Kenzie Cait’s “Could Have Been Crazy”

She's not like every other pop artist, Kenzie Cait makes you feel like you’re sitting cross-legged on a bedroom floor at midnight, listening to someone finally say the thing they’ve been holding in all day. No distractions. No overthinking. Just honesty, handed to you gently and without apology.

Since breaking through with her 2023 EP innocence, Kenzie has built a reputation for turning emotional truth into pop that actually lingers. Originally from Buffalo and now writing between Nashville and LA, she’s grown quickly, but never rushed. Her 2024 project good luck, goodbye felt like a turning point, cementing her as one of pop’s most quietly powerful voices and sending her out on her first U.S. headline tour. Then came “someday, someone,” a heartbreak anthem that took on a life of its own online, racking up tens of thousands of TikTok videos and earning major Spotify love along the way. At this point, the millions of streams feel less like a milestone and more like a natural byproduct of how deeply people connect to her songs.

Now, in what she’s calling her sun kissed era, Kenzie sounds lighter, but no less real. Her third EP, released earlier this month, carries that warmth all the way through, and “Could Have Been Crazy” might be its most intimate moment. Stripped back and acoustic, the song feels like a page torn straight from her personal journal. There’s no hiding here. Just her voice, a melody that drifts like a half-remembered dream, and lyrics that circle around the kind of memory you wish you could forget, but can’t.

You can hear the regret in her delivery. The what-ifs sit heavy in the pauses between lines, the quiet ache of wondering how things might’ve gone if one moment had shifted slightly left or right. It’s the kind of song that doesn’t rush to make you feel better. Instead, it sits with you in the discomfort, letting the emotion breathe until it feels understood. That’s where Kenzie shines most, when vulnerability isn’t polished away, but honored.

“Could Have Been Crazy” doesn’t need big production or flashy hooks to make its point. Its power comes from how personal it feels, how clearly you can hear Kenzie using music as a way to process, to remember, to release. It’s beautifully personified, aching in the softest way, and proof that sometimes the quietest songs are the ones that stay with you the longest.

If this sun kissed chapter is about warmth, reflection, and emotional clarity, then Kenzie Cait is exactly where she’s meant to be, still growing, still honest, and still writing songs that feel like they know you back.