These posts are about the songs that just barely failed to cross the key line of chart success, entering the Billboard Top 40. Every song featured in this series peaked at number 41.


The music video for the second single off of Guy’s 1990 album, The Future, depicts the legend behind the song’s genesis. Teddy Riley, the impresario of the band and consensus inventor of new jack swing, insists the group’s work on their new record isn’t quite done.

“The last album is great,” he says. “But I just think we need to give them more on this one, man. We need to do one more song.”

His bandmate disagrees, insisting they need to take the day off to “go home and chill with our girls.”

And thus the smooth groove kicks in.

Guy was hugely influential and racked up a slew of hits on the R&B charts, but crossover success mostly eluded them, at least during their first iteration, which lasted from 1987 to 1991. During that span, they never had a Top 40 single. “Let’s Chill” was the closest they ever got. It peaked at #41.

Other entries in this series can be found by clicking on the “Top 40 Smash Near Misses” tag.

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