Before recording their second album, Rob Thomas collaborated with Itaal Shur on a song called "Smooth" for Carlos Santana's comeback album, "Supernatural". Thomas was supposed to act only as a songwriter for "Smooth", but Carlos Santana had him sing for it after hearing the song's demo. "Smooth" was the album's lead single and became a hit in 1999. Thomas won three Grammy Awards for writing and performing on "Smooth": Record of the Year, Song of the Year, and Best Popular Music Collaboration with Vocals. In 2000, Matchbox 20 adopted the spelling "Matchbox Twenty" and released their second album, "Mad Season". The album, on the strength of several successful singles, including "Bent" (which peaked No. 1 on the Hot 100 chart) and "If You're Gone", was certified 4x platinum in the United States. The video for "Bent" made fun of singer Thomas' increased fame from "Smooth" by showing the other band members assaulting him. The next two singles, "Mad Season" and "Last Beautiful Girl" were not as successful.