Roberta Flack, 1970s ‘Killing Me Softly’ R&B Superstar Dies at 88

Roberta Flack, the beloved, Grammy-winning 1970s R&B singer best known for such hits as “The First Time Ever I Saw Your Face” and “Killing Me Softly” died on Monday (Feb. 24) at 88. At press time a statement from Flack’s spokesperson revealed that she died peacefully, with no official cause of death available.

“We are heartbroken that the glorious Roberta Flack passed away this morning, February 24, 2025,” read the statement. “She died peacefully surrounded by her family. Roberta broke boundaries and records. She was also a proud educator.”

A classically trained pianist from an early age, Flack received a music scholarship at 15 to attend Howard University and was soon discovered singing at Washington, D.C. nightclub Mr. Henry’s by jazz great Les McCann, which led to her signing with Atlantic Records. She scored her first break in 1971 when Clint Eastwood used her version of the moon-y ballad “The First Time Ever I Saw Your Face” in his directorial debut, Play Misty For Me.

A master of the “quiet storm” style, Flack’s effortless, soothing vocals soon became a staple of R&B and pop radio, leading to a two-decade run of chart hits.

Flack was born Roberta Cleopatra Flack in Black Mountain, N.C. on Feb. 10, 1937 and raised in Arlington, Va. where her mother, Irene, played organ at the Lomax African Methodist Episcopal Church. She learned to play piano on a funky junkyard instrument her father — a jazz pianist himself — found and restored for her, on which she practiced Handel’s Messiah and Bach’s Christmas Oratorio, as well as Mozart’s Requiem.

After getting her public debut playing piano as an adolescent in the Lomax church, Flack studied piano at Howard, then moved on to a music educator program after being told that the racial barriers at that time for a Black classical concert pianist were too high for her to achieve her dream. Following her father’s death in 1959, Flack returned to North Carolina and took a job teaching music at a public school, later moving back to D.C., where she taught at several middle and high schools for a decade.

Flack released her debut LP, First Take, in 1969 which included her first No. 1 on the Billboard Hot 100, “The First Time Ever I Saw Your Face,” which also helped the album reach No. 1 on the Billboard 200 chart; the song would win the Grammy for record of the year in 1972. She hit No. 1 again in 1973 with “Killing Me Softly,” from the album of the same name, with the song winning the 1974 Grammy for record of the year. It was later famously covered by the Fugees in 1996 on their second album, The Score.

Flack’s unprecedented back-to-back Grammy wins for record of the year feat wasn’t achieved again until U2 scored the same two-fer with “Beautiful Day” (2001) and “Walk On” (2002). Flack regularly recorded with fellow soul great Donny Hathaway, scoring duet hits on the Hot 100 with the singer on a covers of “You’ve Got a Friend” (1971, No. 29) and “You’ve Lost That Lovin’ Feelin’” (1971, No. 71), as well as “Where Is the Love” (1972, No. 5), “The Closer I Get To You” (1978, No. 2) and “You Are My Heaven” (1980, No. 47), among others.

She scored a total of 18 Hot 100 hits, and landed four albums in the top three on the Billboard 200 album charts, as well as more than two dozen charting hits on the Hot R&B/Hip-Hop Songs chart.

Flack’s chart prominence began to fade by the mid-1980s, but she kept recording, releasing her most recent album in 2012 with the Beatles cover album Let It Be Roberta. Over the course of her career, Flack was nominated for 14 Grammys and won three.

Check out some of Flack’s most beloved hits below.

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