The album marked the first album appearance of drummer Topper Headon, who joined the band shortly after the recording of their first album. Most of the tracks, as with the prior album, were written by guitarists Joe Strummer and Mick Jones, with the exception of "English Civil War" (a reworking of the traditional American folk song "When Johnny Comes Marching Home") and "Guns on the Roof", which is credited to all four band members, being Headon, Jones, Strummer, and bassist Paul Simonon.
After the success of "New Rose" and a tour with the Sex Pistols, the Heartbreakers and the Clash, the band went into Pathway Studios to record the album Damned Damned Damned with producer Nick Lowe, who had previously recorded "New Rose" with them. Following 10 days of recording, the mix was completed on 15 January 1977, the day the master tapes were compiled.
Inspired by the fact that she was trying to find herself again and breaking the creativity chains that surrounded her, Breakthrough deals with themes of growing up, experiencing life, love, making mistakes and learning from them, as well as heartbreak and why everlasting love seems elusive. To help develop her expected sound and lyrics, Caillat worked with previous collaborators, such as Mikal Blue, Ken Caillat and Jason Reeves, while working for the first time with Kara Dioguardi, Rick Nowels, John Shanks, Greg Wells and David Becker.
Breakthrough received generally mixed to favorable reviews from contemporary music critics, with some praising its rich texture and for being a consistent album with catchy tracks, while others dismissing its title and finding issues with some of the song's lyrics. The album was nominated for Best Pop Vocal Album at the 52nd Grammy Awards. Commercially, it was successful in the United States, debuting at number one on the Billboard 200, selling 106,000 copies in its first week, becoming her first album to top the Billboard charts. Elsewhere, it reached the top-ten in four countries, while failing to replicate the success of her debut album in other territories.
The album produced two singles. The first single, "Fallin' for You", was released on June 29, 2009 and was a success on the Billboard Hot 100, reaching number twelve, while also finding success on the Adult radio. Elsewhere, it was a moderate hit. The second single, "I Never Told You", was released on February 16, 2010, and found similar success on the Adult charts, while being more moderate on the Billboard Hot 100. To promote the record, Caillat embarked on her Breakthrough World Tour (2009-2010).
