Reynolds was born in North Little Rock, Arkansas, and grew up in Memphis, Tennessee. He started writing songs during his college years and eventually teamed up with Dickey Lee to form their own publishing and production company. They had a minor regional hit with the song "Dream Boy."
In the early 1960s, Reynolds most notably wrote the 1965 pop hit "Five O'Clock World" for the Vogues. Reynolds worked at Sun Records in Memphis, and he became good friends with Jack Clement, a leading producer and writer at the label.
In the early 1970s, Reynolds' friend, producer and writer Jack Clement, left Memphis to start his own publishing company and record label in Nashville, JMI Records. Clement convinced Reynolds to sign on as vice-president. Reynolds built a roster of talented writers at the label, including Bob McDill (writer of the country standard "Amanda") and Don Williams. Reynolds went on to write and produce on Williams' first two albums, and was instrumental in helping Williams to launch his career.

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