"Should've Known Better" is a hit song written and performed by American Rock singer Richard Marx, and released in September, 1987 as the second single from his eponymous debut album. The song peaked at number three on the US Billboard Hot 100 as well as #7 on the Billboard Mainstream Rock Tracks chart in 1987.
Marx became the first solo artist in recording history to reach the top three of the Billboard Hot 100 with four singles from a debut album.
Released in September of 1987 as the second single from his debut solo album, "Should've Known Better" entered the U.S. Billboard Hot 100 on September 26, 1987 at number 64, the highest debut of the week. The single also peaked at number 20 on the U.S. Adult Contemporary chart. Elsewhere, the single reached number 50 in the United Kingdom.