Chapman made her major-stage debut as an opening act for
women's music pioneer
Linda Tillery at Boston's
Strand Theatre on May 3, 1985. Another Tufts student,
Brian Koppelman, heard her playing and brought her to the attention of his father,
Charles Koppelman, showing him a demo tape he had smuggled from her college radio station containing the song "
Talkin' 'bout a Revolution". Charles Koppelman, who ran
SBK Publishing, signed her in 1986. After she graduated from Tufts in 1987, he helped her to sign a contract with
Elektra Records. and she began touring and building a fanbase. This appearance is credited with greatly accelerating sales of the single and album. "Fast Car" became a No. 6 pop hit on the
Billboard Hot 100 for the week ending August 27, 1988.
Rolling Stone ranked the song at number 167 on their 2010 list of "
The 500 Greatest Songs of All Time". "
Talkin' 'bout a Revolution", the follow-up to "Fast Car", charted at No. 75 and was followed by "
Baby Can I Hold You", which peaked at No. 48. The album sold well, going
multi-platinum and winning three
Grammy Awards, including an honor for her as Best New Artist. Her fourth album,
New Beginning (1995), proved successful, selling over five million copies in the U.S. alone. and going Platinum. She was commissioned by the
American Conservatory Theater to compose music for its production of
Athol Fugard's
Blood Knot, a play about
apartheid in South Africa, staged in early 2008. Atlantic Records released her eighth studio album,
Our Bright Future (2008). The album earned her a Grammy nomination for Best Contemporary Folk Album the following year. She performed
Ben E. King's "
Stand By Me" on one of the final episodes of the
Late Show with David Letterman in April 2015. The performance became a viral hit and was the focus of various news articles including some by
Billboard and
The Huffington Post. On November 20, 2015, she released
Greatest Hits, consisting of 18 tracks including the live version of "Stand by Me". The album is her first global compilation release. In October 2018, she sued the rapper
Nicki Minaj over copyright infringement, alleging that Minaj had
sampled her song "Baby Can I Hold You" without permission. Chapman stated that she had "repeatedly denied" permission for "Baby Can I Hold You" to be sampled. The lawsuit alleged that Minaj had engaged in copyright infringement (a) by creating the song "Sorry" and (b) by distributing it; she requested an injunction to prevent Minaj from releasing the song. According to the lawsuit, Chapman has a policy of declining all requests for permission to sample her songs. In September 2020, District Court Judge
Virginia A. Phillips granted summary judgment in favor of Minaj on the first count of her complaint, stating that Minaj's experimentation with Chapman's song constituted
fair use rather than
copyright infringement. However, the judge ruled that the second count of the complaint should go to trial. In January 2021, the dispute was settled when Minaj paid Chapman $450,000. On the eve of the
2020 United States presidential election she performed "Talkin' 'bout a Revolution" on
Late Night with Seth Meyers, encouraging people to vote. When
Luke Combs' version of her song "
Fast Car" hit number one on the
Country Airplay chart in July 2023, Chapman became the first Black woman to score a country number one with a solo composition. At the
57th Annual Country Music Association Awards in November 2023, she became the first Black woman to ever take home a
CMA Award, winning
Song of the Year for "Fast Car", which also made her the first Black songwriter to win that award. During the
66th Grammy Awards on February 4, 2024, she joined Combs onstage to sing "Fast Car". ==Social activism==