Paul Winley Records Inc. (more commonly credited as Winley Records) was a doo-wop record label founded in 1956 that in 1979 became one of the earliest hip hop labels. It was situated on 125th Street, Harlem, New York City. Winley released doo-wop by The Paragons and The Jesters, and hip hop records by Paul Winley's daughters, Tanya and Paulette, produced by Winley's wife, Ann. The label can lay claim to a number of firsts: one of the earliest rock and roll compilations, one of the earliest breaks compilations, an early solo female rap artist and an early instance of social commentary in rap. Winley was also the first label to record one of hip hop's most important figures, Afrika Bambaataa.
Paul Winley entered the music business through writing songs for his brother's Washington D.C. doo-wop group, The Clovers. Through them, he met Ahmet Ertegün, who—unusually for a label mogul—himself wrote for The Clovers subsequent to signing them. Winley moved to New York City to work with Ertegün's Atlantic Records, where he wrote for Ruth Brown and Big Joe Turner. He then became one of the songwriters working in and around the Brill Building in the 1950s, along with figures he met and knew there such as Otis Blackwell and Jesse Stone. Winley formed a songwriting partnership with Davey Clowney, better known as Dave "Baby" Cortez, and the two began recording doo-wop groups for the newly founded Winley Records. (Toop: 96–98)
Winley Records first recorded "Baby" Cortez, and then Little Anthony as part of The Duponts: "You"/"Must Be Falling in Love" (1955, technically predating the record company itself). (Toop: 98) (Warner: 239) Then came The Jesters, students at Cooper Junior High School in Harlem who graduated from singing under an elevated train station near 120th Street to the amateur night contest at the Apollo, where Paul Winley discovered them. The Jesters' b-sides often rivaled the lead cut. Their first three singles were all arranged by Clowney, and all three—"So Strange"/"Love No One But You", "Please Let Me Love You"/"I'm Falling in Love" (both 1957) and "The Plea"/"Oh Baby" (1958)—made the outer reaches of the national Pop chart, and generated considerable New York interest. Under a different line-up, The Jesters reached #110 on the Billboard chart in 1960 with a version of The Diablos' "The Wind" backed with "Sally Green". Two lesser singles followed: "That's How It Goes"/"Tutti Frutti" (1960) and "Uncle Henry's Basement"/"Come Let Me Show You How" (1961). (Warner: 230–231)