R&B singer James Ingram, the two-time Grammy Award-winner and legendary vocalist known for hit songs “Just Once” and “One Hundred Ways,” has died at age 66.

The Recording Academy confirmed the artist’s death Tuesday, remembering Ingram as a “soulful, chart-topping singer and songwriter.”

“Ingram’s rich voice and masterful songwriting has made a lasting impact on the music industry,” academy president Neil Portnow said in a statement to USA Today “Our thoughts go out to his loved ones during this difficult time.”

Ingram began his career more than four decades ago, collaborating over the years with Quincy Jones, Anita Baker, Michael McDonald and Ray Charles. He also co-wrote Michael Jackson’s hit “P.Y.T. (Pretty Young Thing)” alongside Jones.

Ingram won the Grammy Award for best male R&B vocal performance for his work on “One Hundred Ways.”

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