1987 Richard Marx – Should’ve Know Better (US:#3 UK:#50)
“Should’ve Known Better” is a hit song written, composed, and performed by American rock singer Richard Marx, who released in September 1987 as the second single from his self-titled 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 and #4 on the Radio & Records CHR/Pop Airplay chart.
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.
In the lyrics, the speaker is still in love with an ex-lover and tortured by it, to the point of regretting falling in love with them.
The music video for the selection was directed by Dominic Sena.
Album

Richard Marx is the eponymous debut album by singer/songwriter and record producer/arranger, Richard Marx, released in June 1987. Richard became the first male solo artist (and second solo artist overall – the first being Whitney Houston) in recording history to reach the top three of the Billboard Hot 100 with four singles from a debut […]
Musicians
Bass | John Pierce |
Drums | Prairie Prince |
Guitar | Mike Landau |
Keyboards | Tom Keane |
Percussion | Paulinho Da Costa |
Background Vocals | Fee Waybill |
Background Vocals | Timothy B Schmit |
Produced By
Humberto Gatica
Songwriters
Richard Marx
Charts
US:#3
UK:#50