On This Day July 30 1988 – Roll With It by Steve Winwood Became the Number One Song in America | We Love the Eighties – 80s Radio, Forums, and Pop Culture Community

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Overview Discussion

Jul 30, 2025

Pete

Mr. Eighties

Pete has published a news story:

On This Day July 30 1988 – Roll With It by Steve Winwood Became the Number One Song in America.

On this day July 30 1988, Roll With It by Steve Winwood reached number one on the Billboard Hot 100 and kicked off a four week run at the top through August 26. The song marked a major commercial high point for Winwood, blending his soulful vocals with a throwback rhythm that echoed the feel of classic R and B while still sounding modern and radio friendly for the late 80s.

Co written by Winwood and Will...

Read the full story here...