On November 13 2007, Simpson told MTV News at CosmoGIRL!'s Born to Lead Awards that the album was completed and that it would be released in March 2008, with its first single, "Outta My Head (Ay Ya Ya)", to be released in January. She described "Outta My Head (Ay Ya Ya)" as a "fun, dancey song" with "a little bit of an '80s feel" and said that it was about all of the people in her life. She said that the video would be filmed in December. In December, speaking about the song, she referred to the need to "have your own creativity and place" away from others and how those other voices and opinions can lead to a feeling of frustration: "At the end of the day you're like 'Ahhh! Everybody stop!'".
The song officially premiered on AOL Music on November 30, and it was digitally released on December 11. Simpson's website announced on January 23 2008 that an "Outta My Head" digital EP, including "Outta My Head" and two other songs, would be released on February 5.
Directed by Alan Ferguson, Simpson filmed the music video for the song over about 48 hours on December 6–7. The desert scenes were filmed on the first day in Acton, California, while the indoor straitjacket scene was filmed on the second day in Burbank, California. Kenna, a co-writer of the song, played a reporter in the video.
In an interview with Billboard, she described the video as having surrealist influences, mentioning Salvador Dali and Being John Malkovich. Her boyfriend (now husband) Pete Wentz described it as "probably the weirdest video I've seen of hers" and said that it, like the song, "has this kind of multiple personality". The video for the single premiered on December 19, and Simpson appeared on the December 20 episode of MTV's Total Request Live for the video's premiere on the show.
The video begins with Simpson lying on a couch in therapy; her therapist, apparently based on Sigmund Freud, has fallen asleep. Soon the walls of the office melt away into a surreal desert landscape (including a Dalí-esque melting clock), where another, dark-haired version of Simpson sits atop a floating Rubik's Cube and the giant head of a statue in Simpson's likeness lies on the ground. There are also frequent flashes of Simpson on the couch in therapy again, this time in the desert rather than the office. Simpson is pursued by people but trips and falls to the ground. Afterwards she listens to a recording and begins singing along, but soon she is surrounded by interviewers, photographers (one of them having a camera for a head), and autograph-seekers, and she faints. When she awakes, she finds she has been tied up by tiny people; when she breaks free, she again awakes, this time in a bedroom. The bedroom wall is rolled away to reveal a studio set where another version of Simpson is singing and dancing in a robotic manner, similarly to the MV of Kylie Minogue "Wow". As the real Simpson watches from her bed, where an interviewer appears and begins asking her questions, the robot Simpson eventually malfunctions and begins to explode, falling to the ground. Simpson tries to escape from this scene, fighting off interviewers and cameramen, but is captured by doctors from a mental institution and taken away in an ambulance. In her room, Simpson, now in a straitjacket, finds herself again surrounded by interviewers and cameramen; this time she bounces off the walls and spins around in the air as the video ends.
Simpson described the video as being "ambitious" and "like an art piece" and said that it involves going into "another world and never know[ing] what's real".
The "Outta My Head" music video had been streamed over two million times as of March 2008. By early September, the video had been viewed more than five million times on YouTube.
A video featuring Dave Aude Remix, was released in Asia.
iTunes single EP
Walmart CD Single/Australian CD Single/UK CD Single
On the Australian ARIA Singles Chart, "Outta My Head" debuted at number 30 and then rose to number sixteen in its second week in based solely on downloads. The video was named as cable music station Channel V's "Ripe Clip of The Week".
"Outta My Head (Ay Ya Ya)" is Simpson's first single in the United Kingdom since "Boyfriend" in early 2006. It was released to UK music channels on April 1, and received extensive airplay on most music channels, but received no Radio Airplay. It peaked at #1 on Box Breakers on The Box. On April 27, "Outta My Head" entered the UK Singles Chart at #34 on downloads alone; it then climbed to #24 in following weeks. So far "Outta My Head" has sold over 25,000 copies in the UK since April. Outta My Head is still in UK Singles Chart over 2 months after it's official release. "Outta My Head" entered the Irish Singles Chart at #20 on downloads alone. It peaked at #15 after physical release, giving Ashlee her fourth Top 20 hit in Ireland.
|Canadian Hot 100||59|
|U.S. Bubbling Under Hot 100||12|
|Venezuela Singles Chart||8|
|Croatia Singles Chart||13|
|Irish Singles Chart||15|
|ARIA Singles Chart||16|
|Mexican Single Chart||20|
|UK Singles Chart||24|
|Germany Singles Chart||30|
|New Zealand Singles Chart||31|
|European Hot 100||37|
|Lithuanian Airplay Chart||43|
|left>Austrian Singles Chart||71|
|Chilean Singles Chart||88|
|left>Romanian Top 100||97|