
Sara Bareilles broke out as a pop-music star in the late two-thousands. But she’s gone on to have a very different kind of career, writing music for Broadway and eventually performing as an actor on stage and on television. At the New Yorker Festival, in 2024, she played her early hit “Gravity,” and spoke with staff writer Rachel Syme about the pressures of fame, aging, and why she prefers working in theatre. “There’s so much competition in the music industry. I’m not a competitive person; I don’t understand it. It’s not that theatre isn’t competitive, but there’s this feeling—everybody’s so happy to be there. Like, ‘We got a show, guys, and we don’t know how long it’s going to last!’ ”
Chapter 1: What was Sara Bareilles' journey from pop star to Broadway?
At the New Yorker Festival a couple of months ago, we were joined by Sara Bareilles. Bareilles broke out as a star in pop music in the late aughts with the Grammy Awards to prove it, but she's gone on to have a very different sort of career writing music for Broadway.
So on the one hand, Bareilles is busy acting on stage and on television, and on the other, she's busy as a composer and a songwriter. Right now, she's adapting Meg Wolitzer's best-selling novel, The Interestings, for the stage, along with the playwright, Sarah Rule. Sarah Bareilles sat down to talk with staff writer Rachel Sein and to play a little music, too.
How do you write a song, Sarah?
Chapter 2: How did Sara Bareilles find her songwriting process?
There are very few times I can think of where I sat down and something just sort of showed up. I really believe in this idea of kind of the muses visit the artist at work. They reward the person who creates ritual or routine around just showing up and writing. I'm finding that I'm in my 40s now, I'm 44, and my rituals have changed and the process changes, but it's evolving.
Reading about your first record deal, though, and how many co-writers they tried to put you with, there was a sense at the beginning maybe where they didn't let you follow your own nose or trust that you could be on your own. And I know that that was difficult. So I mean, how did you feel like you had the confidence then to sort of say, I need to be solo here?
Chapter 3: What challenges did Sara face in her early career?
I wouldn't identify it as confidence. I think it was... a kind of desperation. I got set up on all these songwriting sort of dates with very successful songwriters who were writing songs for Avril Lavigne and Kelly Clarkson and like a lot of my sort of contemporaries. It just didn't resonate. It felt like it didn't matter if I was in the room or not.
I felt like they were just writing songs and they were just trying to find... people to sing them, and songwriting to me has... I can't think of anything more sacred. It's as intimate as it gets, and it is literally an illustration of my relationship with God. That's as close as I get to being naked spiritually for the world. And so...
Chapter 4: What inspired the song 'Love Song'?
The idea that I would sit in a room and have somebody hand me a sheet of paper that had like a list of song titles, a lot of them with like letters in the title, which like too good for you. It's like a gross five-minute joke. I don't think God wants to say that. So it kind of, I got, I was in despair actually. And my manager at the time,
finally heard me and was like, okay, you don't have to do it anymore. And I think this is where my heart breaks for young artists who don't realize you have the power to go home all along. I didn't ever have to do any of that. But I do think I grew from the experience.
I think people sort of assume that Love Song was written out of that despair.
I'm not gonna write you a love song Cause you asked for it
You know, that song feels so defiant. And I wonder, was it written out of despair or was it written out of the moment when you got through it and you were thinking, I'm on the other side of this and, you know, you guys can shove it.
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Chapter 5: How did Sara Bareilles' love of theater influence her music?
That's a good question. You can shove it. I wish I could have put that in there. I think you're right. That wasn't a moment of despair. That was more a moment of discovery. I was listening to the radio and I was just like trying to cop what I heard on the radio. I was trying to like mimic. I was like, oh, it should sound something like this.
Chapter 6: What are the dynamics of collaboration in songwriting?
And I was so angry when I caught myself in that line of thinking. And I said a prayer and I was like, please let me just return to myself somehow. Just remember why I'm doing this. Remember what I'm trying to say. And it was a diary entry. It's like head underwater and you tell me to breathe easy. This time is impossible. I don't want to give you what you're asking for.
I don't even know if I knew what I thought they were asking for, except that I knew they wanted a song that could go on the radio.
Chapter 7: How does the workshop process work for new shows?
I know you grew up loving theater and getting to work on Waitress is your grand return to your early love of theater. So maybe we can start with your early love of theater and then clock up to Waitress.
Chapter 8: Did working in theater revive Sara's passion for music?
My mom was a very prominent community theater actress in Humboldt County where I grew up. And she did tons and tons of shows at our repertory theater there. And I would go to the theater and I went back not that long ago. And in my mind... It is like a palace. And when I went back, I'm like, oh, it's like a 99 seat theater. It's so small and perfect and beautiful.
And it was the happiest I ever was, was sitting in a theater seat. And then the idea that I could be a part of productions was just like mind blowing. I did productions of Little Shop of Horrors. I did Mystery of Edwin Drood. I did Charlotte's Web. And I really thought I would go into theater. And then I started writing songs. And I moved to L.A. to go to UCLA. And then my music career...
just sort of foregrounded itself. And I got on that ride. Being a touring artist is like you get on the ride and then you come home and you write a new record and then you get right back on the ride. And I started to feel like I'll hate this really soon. Well, I took this month-long rumspringa in New York. And I had a meeting with my brand-new theatrical agent.
And he's like, there are auditions for a show called Into the Woods. And I was like, I love that show. Give me the audition. And I auditioned for Cinderella for the production that was in the park. And when I tell you, I shit the bed. I shit the bed with fury. And I walked out of that room and I was like, there's not even like a world where like, maybe that went okay. Like, it was so clear.
They were like, oh, I hope you'll be okay after this. It was so terrible. And I really, I was so humbled by how little I knew about anything in this industry. And then... got the opportunity to sit down with Diane Paulus, who was the director of Waitress, and she talked to me about this project.
So I thought I would go back to theater as a performer, and then I was like, oh, I don't know how to do that, and then started writing songs.
So you're approached about Waitress, Diane Paulus, and you are having this wonderful mind meld. You watch the Adrian Shelley movie, and how do you approach this project? I know the first song you wrote for it was She Used to Be Mine.
She is my scene I was just trying the whole time to just
Like act like I knew what I was doing. I do think I have some instincts around, like it became clear very quickly that I liked being in these conversations. I liked the puzzle. I liked the questioning of motivation. And the collaboration was very new to me. You know, these songwriters that I got paired with, I think for a long time made me very fearful of collaboration.
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