Drew Freeland Turns Personal Upheaval into Anthemic Americana on ‘Trouble’

Photo Credits: Katherine Kwan

Drew Freeland is making waves with her latest single, “Trouble”, and it’s impossible not to take notice. Hailing from the mountains of Virginia and now thriving in Cincinnati, Freeland brings grit, heart, and real-life perspective to every note she sings.

“Trouble” was born from the final months of a long-term relationship, capturing the precise moment when love becomes restless. Freeland calls it her “Johnny Cash song,” a nod to its storytelling depth and lower-register vocals that give the track both gravity and grit.

The song blends Country, Folk, Americana, and Rock elements, creating a sound that feels familiar yet bold. Freeland’s voice—deep, resonant, and entirely her own—carries each line with unflinching honesty. It’s the kind of performance that sticks with you long after the song ends.

Produced with Joe Bianchi, “Trouble” keeps an organic, unpolished feel while Jon Estes’ mix and Brandon Busch’s mastering ensure clarity and punch. The result is a track that feels both raw and fully realized.

Listeners will find “Trouble” equal parts empowering and relatable—a song about resilience, self-discovery, and knowing when to take control of your story.

With this release, Drew Freeland proves she’s an artist to watch. Authentic, compelling, and unapologetically real, she’s carving her own path and showing the world that Americana music can still hit hard and leave a lasting impression.

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