«Smooth» is a collaboration between Latin rock band Santana and Rob Thomas of the rock group Matchbox Twenty. The song was written by Thomas and Itaal Shur, sung by Thomas, produced by Matt Serletic and won three Grammy Awards, including Record of the YearSong of the Year, and Best Pop Collaboration with Vocals.

«Smooth» became a massive hit in 1999, spending 12 weeks at number one on the Billboard Hot 100 beginning with the October 23, 1999 issue. It was the first chart-topping song in Carlos Santana‘s long-running career (his previous biggest hit being «Black Magic Woman«, which peaked at number four in 1971). The song was the last number one hit of the 1990s and the final number one hit of the 20th century.