Born and raised in Los Angeles, Osment began her career as a child actress, appearing in numerous television shows and films, before co-starring as Gerti Giggles in Spy Kids 2: The Island of Lost Dreams (2002) and Spy Kids 3-D: Game Over (2003).

[4] Osment came to prominence in music after recording songs for the soundtracks of her Disney projects, most notably a duet of "If I Didn't Have You" with Mitchel Musso in 2007 and a cover of "Once Upon a Dream" in 2008.

[8] Osment's entry into the entertainment industry began in 1997, when she was cast in a commercial for flower delivery company FTD.

[1] She was featured 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 to a Young Artist Award nomination.

[1] Emily also made a brief appearance in the Smash Mouth music video All Star as the girl in the referee uniform.

In 2005, Osment got the role of Lilly Truscott in the Disney Channel series Hannah Montana, the best friend of Miley Cyrus and girlfriend to Oliver Oken on seasons 3 and 4.

[11][12] The show earned her a nomination for Young Artist Award in 2007 for Best Performance in a TV Series (Comedy or Drama).

In addition, Osment helped to design some of the pieces from the collection of clothing Hannah Montana Disney, which released the last part in the summer of 2006.

On December 25, Osment hosted the Walt Disney World Christmas Day Parade with Hannah Montana co-star Mitchel Musso.

Osment also had a voice-over role in a movie called Holidaze: The Christmas That Almost Didn't Happen, which also featured the voices of fellow Disney Channel stars Brenda Song and Dylan and Cole Sprouse.

Osment recorded a remake version of the song "If I Didn't Have You" with Mitchel Musso for the DisneyMania 6 CD.

[15] She recorded a song called "Hero in Me" for the Disney Channel original movie, Dadnapped and also filmed a music video to accompany it.

[17] She has collaborated on tunes with Tom Higgenson, Max Collins, Tony Fagenson, Toby Gad and Mandi Perkins.

In March 2010, Osment lent her voice to the secondary character, Kendall Perkins for the animated series Kick Buttowski: Suburban Daredevil on Disney XD.

She reprised her voice role as Pep for the third Beverly Hills Chihuahua film, which was released on DVD September 18, 2012, and was one of her last works at Disney.

Osment confirmed through her official Facebook account that she had left her label Wind-Up Records and has launched an independent project with airs folk, indie and country in a band called Ramshackle, consisting of Osment and her friend Dan Schechter, performing in bars such as the Troubadour and at the Spiedie Fest 2013, performing covers of The Beatles, R. Kelly and "Lullaby".

Osment starred in the short film called Seasick Sailor led by Devon Bostick and Torre Catalano.

Osment also participated in the drama, Kiss Me, directed by Jeff Probst in which she starred opposite Irish actress Sarah Bolger.

In 2014, she debuted as the lead role in the new ABC Family TV series Young & Hungry, produced by Ashley Tisdale.

The pilot episode, which aired on June 25, 2014, garnered 1.08 million views in the U.S.[35] Osment appeared in the 2015 movie Love Is All You Need?

The film, which also stars Briana Evigan, is an independent drama set in a world where being gay is normal and heterosexual people are intimidated.

She played Jodi, a girl living on the street who was a drug addict; Christy (Anna Faris) and Bonnie (Allison Janney) helped her stay clean and find a job.

[37] Osment confirmed through her official Facebook page, that on March 8, 2019, International Women's Day, she released her first single as a new musical alias Bluebiird, "Black Coffee Morning", followed by "Sailor" on April 26[38] and "Good Girl" on June 21, respectively.

[40] In 2022, she joined the cast of Young Sheldon as Mandy McAllister, the television "weather girl" who becomes Georgie's love interest and eventually pregnant with his child.

[44] In 2007, Osment signed a deal to appear in a nationwide campaign called "Smart Girls Rock" by the New York-based denim brand Vanilla Star.

In 2007, Osment designed a line of shirts for 2lovecollection.com, whose proceeds went to the Make-A-Wish Foundation and St. Jude Children's Research Hospital.

Osment was also part of the green project, Disney's Friends for Change, an initiative for the environment created in 2009.