Osment made her film debut as Gerti Giggles in Spy Kids 2: The Island of Lost Dreams (2002) which grossed 9 million globally, and for which she won the Young Artist Award for Best Performance in a Feature Film.
In 2003, she reprised her role in the third film of the Spy Kids series, Spy Kids 3-D: Game Over, which grossed 7 million worldwide.
From there she went on to feature in many commercials, after which she made her acting debut in the 1999 film The Secret Life of Girls, starring Eugene Levy and Linda Hamilton.
The same year, she co-starred with Glenn Close in the Hallmark Classic television film Sarah, Plain and Tall: Winter's End, a role that would lead a Young Artist Award nomination.
1 on Parade magazine and Forbes to Hot Kid Stars To Watch list. 1 at Top Heatseekers About the album, Osment said: "The songs on the album are from four different people, I wrote with four different people, and they all had to fit on the album together…I kind of just did my own thing.
On October 26, 2009, Osment release her debut extended play, All The Right Wrongs, with six songs in the standard edition and eight songs in the deluxe. I listen to a lot of Alanis Morissette, I kind of got inspired from her and her song "Jagged Little Pill" …There's a lot of edge to (Emily's album)…I love hearing the guitars and the drums in the songs".
The parade featured acts like Miley Cyrus and the High School Musical cast.
She is perhaps best known for her role as Lilly Truscott on the Disney Channel television series Hannah Montana (2006–2011) and appeared in the theatrical film based off the series, Hannah Montana: The Movie (2009).“Your own sanity is so much more important than anything else.” Emily added, “Weird seeing this season’s young and hungry from over a year ago when I was 20lbs heavier and deeply sad. Weird seeing this season’s young and hungry from over a year ago when I was 20lbs heavier and deeply sad. She has been in five celebrity relationships averaging approximately 2.0 years each. Emily sings the chorus of the song Billy Ray Cyrus "You've Got a Friend", from his album 2007 Home at Last.Osment has also recorded a song titled "I Don't Think About It" in The Haunting Hour: Don't Think About It, for which they made a music video.Emily also made a brief cameo in the Smash Mouth music video All star, as the girl in the referee uniform.