Some voices don’t just sing—they stay with you. Lindsey Webster’s is one of those. Born and raised in Woodstock, NY, she grew up where art and music weren’t extras—they were the air you breathed, the rhythm of every day.
Piano keys, late-night jam sessions with Keith Slattery, discovering how to speak through song before even knowing who she was—those early years didn’t just shape her voice, they shaped her soul.
Webster turned away from a promising medical path to follow that pulse, and the gamble paid off. From topping the Billboard Contemporary Jazz charts with “Fool Me Once” to now releasing her most personal album yet, Music In Me, Lindsey has stayed true to herself while creating music that feels alive, breathing, and real.
Multi-talented singer, Stokley lays down drums, duets, and textures that hit like magic. Anthony Hamilton brings his signature warmth, and Grammy-caliber collaborators like Keyon Harrold, Isaiah Sharkey, and Kev Choice fill the album with subtle, soulful touches.
Listening to this album feels like pulling up a chair beside her by the fire. You can hear every breath, every pause, every quiet moment that went into writing, recording, and living these songs.
Lindsey isn’t just performing—she’s inviting listeners in. She carries decades of lessons, love, heartbreak, and joy into music that hugs you like a soft blanket.
Each note, each lyric, feels like a conversation over coffee, a laugh shared, a memory recalled. It feels intimate, real, and like home.
And when the last track fades, you realize you’ve been part of something warm, timeless, and completely hers.
Check out our Lindsey Webster interview below.
Parlé Mag: Lindsey, Music In Me feels like a sonic journey into your soul—what personal stories and life lessons did you pour into this album, and how did that shape the overall narrative?
Lindsey Webster: This album touches on the many ups and downs we experience. Each song is a representation of a lesson I have learned, whether it’s about love, loss, or self. Because of that, each song is so different from the next, both musically and thematically. The last few years of my life shaped this album. That time gave me so much to experience, process, and write about.
Parlé Mag: You’ve been described as “keeping the tradition alive and taking it to the next level.” How do you balance honoring classic influences while forging your own unique musical path?
Lindsey Webster: When I get inspired and start hearing a melody or lyrics, it’s almost like I am offering something that is already there. As if I hear what the melody should be and just put it down. It’s a cool feeling. Nowadays, I don’t think too much about classic influences when I write per se—I focus mainly on my voice and my expression.
Parlé Mag: Reimagining “Two Hearts” with Stokley was a bold move. What was it about that song and that collaboration that made you say, “This is the one?”
Lindsey Webster: The idea to cover “Two Hearts” was given to us by my good friend, Charles Whitfield. He is also the one who made the Anthony Hamilton connection possible.
He called me with this idea to remake “Two Hearts.” Originally, it was supposed to be with Anthony. I ran the idea by Keith, and we went into the studio to record the band a couple weeks later.
Things changed, though, and we didn’t get to do “Two Hearts” with Anthony. I was beyond disappointed, but I remained optimistic.
With the help of friends and some stars aligning in the right way, we wrote the beautiful song “Best In Me” with Anthony, and we were also able to utilize the recording and make a version of “Two Hearts” that I am genuinely so proud of.
Amazing how things can unfold.
Parlé Mag: Your sound weaves jazz, soul, R&B, and pop effortlessly—how do you approach blending these genres without losing your authentic voice?
Lindsey Webster: Starting out, I definitely had the voices of my favorites echoing in the back of my mind. I have always drawn influences from them, and I think I still do. But over time, I have learned to yield more towards what I can uniquely do, rather than how I can imitate what someone else can do.
Parlé Mag: Growing up in Woodstock, NY, a place renowned for its creativity and free spirit, how has that environment influenced your artistic identity and the messages you want to share?
Lindsey Webster: Being from Woodstock definitely helped instill my free-spiritedness. Growing up, my parents gave me plenty of space to find out who I was. They also knew that Woodstock, a place filled with artists and hippies, would be a safe and perfect place to raise the family. Between my environment and my parents’ guidance, I had the freedom to experiment and be myself. It all helped shape my artistry, my drive to create quality music, and my message.
Parlé Mag: You left the idea of a promising career in medicine to pursue music full-time. Was there a defining moment that pushed you to make that leap, and how did that decision change your life?
Lindsey Webster: Music has been at the forefront of my mind for as long as I can remember. After I started doing live shows, I tried to keep up in school for a bit, but I became too distracted.
In 2009, I started gigging. In 2010, I got accepted to SUNY New Paltz. My major was Cell & Molecular Biology, and my minor was Jazz Studies.
At the same time, Keith and I were doing duo shows a couple of times a month. We also got a band together and started doing shows locally as The Lindsey Webster Band.
We’d cover Aretha, Al Green, Pointer Sisters, Dusty Springfield—you name it. We did covers to get people dancing and we built a following quickly. The band members were all top tier.
But around the time my semester began, Keith and I were writing and performing our own songs. Long story short, the defining moment was when we started writing original music.
Also, 8am chemistry lab quickly took a back seat to the late-night lifestyle of gigging—but I knew I preferred the latter.
Parlé Mag: Achieving a #1 Billboard Contemporary Jazz hit is no small feat—what was that moment like for you, and what doors has it opened that you didn’t expect?
Lindsey Webster: “Fool Me Once” was a game-changer for us. That #1 position is responsible for every door that has opened. We went from playing in restaurants and bars to festivals almost overnight. We became accepted in the genre quickly. It felt amazing to feel that validation, and it motivated us to keep going.
Parlé Mag: Your lyrics often evoke vulnerability and resilience—how do you stay emotionally open when creating music, and how do you think that impacts your connection with your audience?
Lindsey Webster: I think the songs I write are a reflection of my vulnerability. Honestly, I’m not certain how to stay emotionally open—it’s definitely a goal. There are times when the energy and the lyrics “flow,” and if that flow isn’t there, I usually won’t create. Being emotionally open allows me to create songs that reflect that. When crafting a verse, I try to remain in a “stream of consciousness.” That helps me write in a linear, storytelling way. It allows me to connect dots and bring themes full circle. If I’m “in my head,” I lose that, and I won’t write because I don’t feel the connection.
Parlé Mag: You’ve spoken about the importance of unity and focusing on love and shared passions. How do you see music as a tool for healing and bringing people together in today’s world?
Lindsey Webster: Music is and always will be a unifying force. That’s what draws people to it. I feel lucky to be a person who wants to make music. It’s really fun to create a song, watch its evolution as you add instrumentation, harmonies, lyrics, and backgrounds—it’s a process that takes a lot of heart and soul. When people hear it, they feel it too. That’s how music acts as a tool for connection and healing.
Parlé Mag: The album took three years to craft. Can you share a behind-the-scenes story of a challenge you faced or a breakthrough moment that defined the project’s success?
Lindsey Webster: I can’t say there was any single breakthrough moment. This album is more an example of steady and persistent effort. When I’m not feeling the flow, I let it be and take a break. There were times I questioned if taking my time was the right thing, but in the end, that persistence is what made this project successful.
Parlé Mag: Beyond music, you’re passionate about creating a space for authenticity. What’s a message you hope fans internalize after listening to Music In Me?
Lindsey Webster: Life is beautiful! The bigger picture is more important than daily struggles. It’s okay to be angry. Being naïve is okay, too. It’s scary and beautiful to have a big heart. Standing up for yourself is important. These messages are all in this album.
Parlé Mag: So much of your music is rooted in real emotion—what’s your process for translating life’s ups and downs into melodies that resonate universally?
Lindsey Webster: I typically just need time to process life’s experiences. Somehow, the things I need to express surface naturally. There isn’t always a rhyme or reason. My lyrics all come from a place that is either emotionally deep or playful and fun.
Parlé Mag: Looking ahead, what’s a bold new direction or experiment you’re eager to explore in your next chapter?
Lindsey Webster: I’m not sure what the future holds musically, but I feel like I’m in my fun era. Life is good. I’m grateful, evolved, and still learning. I can’t wait to start shaping the sound for the next album—it’s going to be more upbeat, I think.
Parlé Mag: If you could collaborate with any artist, past or present, to create a musical masterpiece that embodies everything you stand for, who would it be and why?
Lindsey Webster: It’s hard to name just one. I have so many influences and dream projects. Not only in R&B/jazz, but beyond. A guest spot with Led Zeppelin would be cool. A song produced by Stevie Wonder would be divine. Anything with Mariah Carey. A Mark Ronson collab. Andrea Bocelli? I could come up with so many!
Parlé Mag: Finally, what advice would you give to someone who’s struggling to find their voice in a noisy world but knows they have a story worth telling?
Lindsey Webster: If you believe you can, then you can. If you want to, you probably will. I had an innate drive to sing and make music—I’m not sure where it came from, but I know most people can relate to feeling a passion. There will be moments of doubt you have to conquer. But besides that, tell your story and make your art!
Stay Connected with Lindsey Webster
Visit her official website: lindseywebster.com to get the latest news, music, and updates.
