In June 1997, Spears was in talks with manager Lou Pearlman to join female pop group Innosense. Her mother Lynne asked family friend and entertainment lawyer Larry Rudolph for his opinion and submitted a tape of Spears singing over a Whitney Houston karaoke song along with some pictures. Rudolph decided he wanted to pitch her to record labels, therefore she needed a professional demo. He sent Spears an unused song from Toni Braxton; she rehearsed for a week and recorded her vocals in a studio with a sound engineer. Spears traveled to New York with the demo and met with executives from four labels, returning to Kentwood the same day. Three of the labels rejected her, arguing audiences wanted pop bands such as the Backstreet Boys and the Spice Girls, and "there wasn't going to be another Madonna, another Debbie Gibson, or another Tiffany." Two weeks later, executives from JIVE Records returned calls to Rudolph. Senior vice president of A&R Jeff Fenster stated about Spears's audition that "It's very rare to hear someone that age who can deliver emotional content and commercial appeal. [...] For any artist, the motivation—the 'eye of the tiger'— is extremely important. And Britney had that." They appointed her to work with producer Eric Foster White for a month, who reportedly shaped her voice from "lower and less poppy" delivery to "distinctively, unmistakably Britney." After hearing the recorded material, president Clive Calder ordered a full album. "From the Bottom of My Broken Heart" was written by Eric Foster White, for Spears' debut studio album, ...Baby One More Time (1999). Spears recorded the vocals for the song in 1997 at 4MW East Studios in New Jersey and at Battery Studios in New York City, New York. Dan Petty played the guitar, while the bass guitar was done by Andy Hess. The song was later mixed by White and Chris Trevett, while background vocals were provided by Spears, Angie Simmons, Don Philip and Andrew Fromm. It was released on December 15, 1999, as the final single from ...Baby One More Time.
