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Osment's entry into the entertainment industry began in 1998, when she was cast in a commercial for flower delivery company FTD.

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

Osment expanded her repertoire into pop music and alternative/indie rock, where she has recorded teen pop hits like "I Don't Think About It", "If I Didn't Have You" alongside her Hannah Montana co-star Mitchel Musso, and "Once Upon a Dream".

Osment entered the world of music recording soundtracks for movie singles and Disney albums.

Since 2014, she has starred in the Freeform series Young & Hungry as Gabi Diamond.

and Theresa Osment (née Seifert), an English teacher. Her father has appeared in various films, including her movie Soccer Mom, and her older brother is Academy Award-nominated actor Haley Joel Osment.