"Should've Known Better" entered the US Billboard Hot 100 on September 26, 1987, at number 64, the highest debut of the week. [2] It went on to peak at number three. [3] The single also peaked at number 20 on the Billboard Adult Contemporary chart and number seven on the Album Rock Tracks chart, [4] [5] as well as number four on the Radio & Records CHR/Pop Airplay chart on November 20, 1987, for two weeks and remained on the chart for 13 weeks. [6] Elsewhere, the single reached number 21 in Canada and number nine in Australia. [7] [8]
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