I recently listened to Where Do I Start? by Jake Cassman, released on August 17, and it left a real impression. The song is part of Idling High, Jake’s first solo album after years performing with Drunken Logic. This new chapter in his career feels deeply personal and rooted in lived experience.
The track explores the emotional landscape of moving to Los Angeles and the sense of isolation that often comes with it. There’s a raw honesty in the way Jake captures the feeling of being caught in repetitive patterns while searching for a way forward. The blend of indie rock and folk, with a gentle nod to Americana, gives the song a warm yet introspective tone.
The arrangement builds with a kind of quiet tension. It starts simply and gradually expands into something richer and more emotional. Jake lets the music breathe, allowing moments of reflection to land naturally. There’s also a bit of a wry edge in how he observes his own habits, adding depth to the overall feel of the track.
In my opinion, this is one of the most compelling songs from the Idling High rollout so far. It feels like a turning point both musically and emotionally, where Jake leans into vulnerability without losing his sense of self. It’s a song that feels familiar in the best way, like something you didn’t know you needed until you heard it.
If you haven’t already, follow Jake Cassman on Spotify, Instagram, or wherever you discover music. Add Where Do I Start? to your playlist, especially if you appreciate songwriting that’s both thoughtful and grounded. It’s the kind of track that sticks with you long after the last note fades.
Listening to songs so you don’t have to! Just kidding :D, you totally should. Music blogger by day, nurse by night

