Lindsay Music career

Hoping to become a "triple threat" (actor/model/singer) like her idol, Ann-Margret, Lohan began by showcasing her singing talents through her films.[42] For the Freaky Friday soundtrack, she sang the closing theme, "Ultimate"; she also recorded four songs for the Confessions of a Teenage Drama Queen soundtrack.

Producer Emilio Estefan, Jr. signed Lohan to a five-album production deal in 2002. "The minute I heard her sing, I knew she was gifted," he said, "and [she] has an incredible ability to connect with her audience. I am very excited to be working with her." Lohan—who said she was "extremely excited"—added, "I am surrounded by a group of very talented people."[43] Two years later, Lohan signed a recording contract with Casablanca Records, headed by "diva-maker" Tommy Mottola.


Speak
Main article: Speak (album)

Lohan's debut album, Speak.Her debut album, Speak, was released in December 2004, and peaked at number four on the Billboard 200. By early 2005, it was certified Platinum. Though primarily a pop-rock album, Speak was introduced with the single "Rumors", described by Rolling Stone as "a bass-heavy, angry club anthem".[44] Its sexually suggestive video reached number one on MTV's TRL and was nominated for Best Pop Video at the 2005 MTV Video Music Awards. "Rumors" eventually earned a Gold certification in America.

The album spawned the second single "Over" and the third single "First", which was featured in Lohan's 2005 film Herbie: Fully Loaded. The music video also featured Herbie the Love Bug. Both music videos were directed by Jake Nava, who also directed the music video for "Rumors."

"[W]ith just two hit films under her belt", wrote Stephen Thomas Erlewine of All Music Guide, "Lohan decided it was time to turn [herself] into a multimedia, cross-platform star ... and so Speak was recorded quickly and rushed into the stores". He called her music "a blend of old-fashioned, Britney-styled dance-pop and the anthemic, arena rock sound pioneered by fellow tween stars Hilary Duff and Ashlee Simpson. [However,] Lohan stands apart from the pack with her party-ready attitude and her husky voice".[45]


A Little More Personal (Raw)
Main article: A Little More Personal (Raw)
A Little More Personal (Raw).In December 2005, her second album, A Little More Personal (Raw), debuted at number 20 on the Billboard 200 chart, but fell under the top 100 within six weeks. Reviews were unfavorable; critics wondered why an album in which Lohan poured out her heart came across instead as a "slick pop production."[46] Slant magazine called it "contrived ... for all the so-called weighty subject matter, there's not much meat on these bones."[47] Still, A Little More Personal (Raw) was certified Gold on January 18, 2006. The music video for the album's first single, "Confessions of a Broken Heart (Daughter to Father)"—directed by Lohan and featuring the acting debut of her sister, Ali—was a dramatization of the pain Lohan says her family has suffered at the hands of her father.[48] She said "It's kind of offensive" but "I hope he sees the positive side of the video rather than the negative."

The album's second single was supposed to be "I Live for the Day." Radio promos singles were pressed and released and sent to radio stations. However due to Lohan's schedule, she was unable to promote or support the single as she did with her previous efforts. Eventually, since the single received absolutely no radio airplay or support, and the disappointing chart position and sales of the album, Casablanca Records decided it was best to cancel "I Live for the Day" and move forward with "If It’s Alright" as the second single. However plans for releasing "If It’s Alright" were later canceled, as well as all other singles and promotion with the album. Due to this, A Little More Personal (Raw) was not as successful as her previous album, Speak. A Little More Personal (Raw), with little promotion, was still certified gold by the RIAA on January 18, 2006 after debuting on the Billboard 200 at #20, while "Speak" went platinum after debuting at #4.


Untitled third studio album
Universal Music Group moved Lohan from Casablanca to Motown Records in February 2006.[49] In March, she told OK! magazine that she was writing lyrics for her third album, which she called "different [from] the first two".[50] The November 2006 edition of In Style reported a Christmas 2006 release, but it was pushed back.

In a May 2007 interview in Nylon, Lohan stated that she plans to record her third studio album in August 2007, saying "I want to do a tour like Madonna. [...] I want to do what Britney was doing. I want to work with Pharrell, Timbaland, and Justin Timberlake.".[51]

Lohan recently told MTV News that she will begin work on her third album in "June or July and take four months". The album is reported to be a new musical direction for Lohan, who is working with Maverick Records CEO Guy Oseary on an "urban pop" sound.[52] As of right now due to the recent events in Lohan's life, the release date is uncertain.