"I Know a Heartache When I See One" is a song by Jennifer Warnes from her fifth LP, Shot Through the Heart. It was the first of three charting singles from the album.

The song peaked at #19 on the U.S. Billboard Hot 100Whitburn, Joel (2000). The Billboard Book of Top 40 Hits, 7th Edition, p. 667. Billboard Books, New York. and #14 on the Adult Contemporary chart. It was also a modest hit in Canada (#46).

"I Know a Heartache When I See One" did best on the Country and Western charts, reaching #10 in the U.S. and #12 in Canada. It became Arista Records' lone C&W top ten hit prior to 1990.

Chart history Chart (1979)PeakpositionCanada RPM Top Singles46Canada RPM Country12U.S. Billboard Hot 100Joel Whitburn's Top Pop Singles 1955–1990 - 19U.S. Billboard Hot Country Songs10U.S. Billboard Adult Contemporary14U.S. Cash Box Top 100Cash Box Top 100 Singles, November 3, 197921

Cover versions Canadian country singer Lisa Brokop recorded a cover for her 1996 album Lisa Brokop. Country singer Jo Dee Messina recorded her own version of the song for her 1998 album I'm Alright.

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