Jessica Woodlee’s latest album, “JESS,” released on August 16, 2024, is a 55-minute journey through the labyrinth of young adulthood, set to a soundtrack that blends indie-pop sensibilities with introspective songwriting. This 13-track collection showcases Woodlee’s artistic evolution over her eight-year career, highlighting her maturation as both a songwriter and performer.
From the opening notes of “T.O.M.L.” (Time Of My Life), it’s clear that Woodlee is not content to rest on the laurels of her previous successes. The track, inspired by her experiences at Berklee College of Music, sets the tone for an album that’s unafraid to confront uncomfortable truths. Woodlee’s vocals navigate the complex emotional terrain with ease, her voice carrying both vulnerability and strength as she admits, “Maybe I’m lying when I say I’m alright.”
The production throughout “JESS” is a masterclass in modern indie-pop. Crisp, nostalgic guitars intertwine with fresh synth sounds, creating a sonic landscape that feels both familiar and innovative. Tracks like “Suburbs” and “Dairy Aisle” showcase Woodlee’s ability to craft earworm melodies that linger long after the song ends. The latter, in particular, stands out for its clever use of everyday imagery to explore deeper themes of longing and missed connections.
Woodlee’s songwriting shines brightest when she’s at her most personal. “Whiskey,” a brief but potent track, delves into the complexities of using alcohol as a coping mechanism. Its raw honesty and stripped-back arrangement provide a moment of stark intimacy amidst the album’s more produced offerings.
The album’s midpoint, “Pity Party,” serves as a turning point both thematically and sonically. Here, Woodlee embraces a more upbeat sound while exploring the paradoxical nature of wallowing in self-pity. It’s a self-aware nod to the album’s overarching theme of growth and self-discovery, acknowledging the stumbles along the way without losing sight of the bigger picture.
“Has Been” and “Rainy Day” form a powerful one-two punch in the album’s second half. The former tackles the fear of becoming irrelevant, a bold move for an artist still on the rise. Woodlee’s lyrics here are particularly sharp, cutting through industry platitudes with laser precision. “Rainy Day,” meanwhile, offers a moment of respite, its gentle melody and comforting lyrics serving as a sonic hug for listeners who might be feeling overwhelmed.
One of the album’s standout tracks, “Skinny Dipping,” perfectly encapsulates the youthful exuberance and vulnerability that define “JESS.” Woodlee’s vocals soar over a bouncy, summery production, creating a contrast between the carefree nature of the activity and the emotional exposure it represents. It’s a metaphor for the entire album – diving in headfirst, exposed but unafraid.
“Placebo” delves into deeper waters, exploring the idea of love as a cure-all. Woodlee’s lyrics here are particularly poignant, questioning whether the feelings we chase are genuine or just a temporary fix. The production mirrors this uncertainty, with dreamy synths giving way to more grounded instrumentation as the song progresses.
As the album nears its conclusion, “By Now” offers a moment of reflection. Woodlee looks back on past relationships and personal growth, her voice carrying a mix of nostalgia and hard-earned wisdom. The track’s build from a simple piano ballad to a full-band arrangement mirrors the journey of self-discovery outlined throughout the album.
“JESS” closes with “Breathe Again (Hope),” a fitting finale that ties together the album’s themes of struggle and resilience. Woodlee’s vocals are at their most powerful here, conveying a sense of triumph over adversity that feels genuinely earned after the emotional journey of the preceding tracks.

Throughout “JESS,” Woodlee’s performance is nothing short of stellar. Her voice is a versatile instrument, capable of conveying a wide range of emotions with authenticity and power. Whether she’s belting out anthemic choruses or delivering intimate whispers, Woodlee commands attention, drawing listeners into her world with each note.
The production on “JESS” deserves special mention. Each track feels carefully crafted to support Woodlee’s vocals and enhance the emotional impact of her lyrics. The mix of organic and electronic elements creates a sound that’s contemporary yet timeless, appealing to both indie purists and pop enthusiasts.
“JESS” offers listeners a cohesive narrative arc that traces the contours of young adulthood in the 2020s. From unrequited love to cross-country moves, from moments of self-doubt to hard-won self-acceptance, Woodlee captures the essence of what it means to come of age in a world that often feels chaotic and overwhelming.
With “JESS,” Jessica Woodlee has created an album that feels both deeply personal and universally relatable. It’s a work that showcases her growth as an artist while maintaining the honesty and vulnerability that have earned her a dedicated following. As she continues to evolve and refine her sound, “JESS” stands as a powerful statement of artistic intent, cementing Woodlee’s place as a rising star in the indie-pop firmament.

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