5 Shocking Ways Emily Osment Has Completely Ditched Her Lilly Truscott Persona In 2025

It has been over a decade since the final episode of Hannah Montana aired, yet for millions of fans, Emily Osment will forever be the witty, loyal, and sometimes chaotic best friend, Lilly Truscott (aka Lola Luftnagle). However, as of late 2024 and heading into 2025, the actress has not just grown up; she has completely reinvented her career and personal life, establishing herself as one of the most versatile and successful post-Disney stars.

The transition from a beloved Disney Channel icon to a respected adult actress and musician is notoriously difficult, but Osment has navigated it with grace, taking on complex roles in critically acclaimed shows and launching a deeply personal music career. Her life today is a world away from the Malibu beach house of the Disney sitcom, marked by a new marriage, a major network comedy lead, and a firm stance against a nostalgic Hollywood reboot.

Emily Osment: Full Biography & Profile

Emily Jordan Osment is an American actress, singer, and songwriter who successfully transitioned from a teen idol to a respected dramatic and comedic performer. She is the younger sister of famous actor Haley Joel Osment.

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• Full Name: Emily Jordan Osment
• Date of Birth: March 10, 1992
• Place of Birth: Los Angeles, California, U.S.
• Current Status: Married to Jack Anthony (recently tied the knot)
• Notable Early Roles: Gerti Giggles in Spy Kids 2: Island of Lost Dreams and Spy Kids 3-D: Game Over.
• Breakthrough Role: Lilly Truscott / Lola Luftnagle in Hannah Montana (2006–2011), starring alongside Miley Cyrus and Mitchel Musso.
• Major Post-Disney Roles: Gabi Diamond in Young & Hungry, Theresa in The Kominsky Method, Chelsea in Pretty Smart, and Mandy McAllister in Young Sheldon and its spin-off.
• Music Career: Initially pop-rock with the album Fight or Flight, she later returned to music under the indie/folk alias Bluebiird (2019–present).
• Awards & Nominations: Two Critics' Choice Television Award nominations for Best Supporting Actress in a Comedy Series for her role in The Kominsky Method.

1. She Is the Star of a New Major CBS Sitcom Spin-Off in 2025

The most significant and current development in Emily Osment's career is her starring role in the highly anticipated CBS spin-off, Georgie & Mandy's First Marriage. This series, which premiered in 2024 and continues into 2025, sees Osment reprise her role as Mandy McAllister, a character she originated on the hit show Young Sheldon.

Mandy McAllister: A Far Cry from Lilly Truscott

While Lilly Truscott was Miley Stewart's high-energy, pop-star-secret-keeping best friend, Mandy McAllister is a grounded, sharp-witted, and complex young mother and wife navigating adult life in Texas. The new sitcom focuses on Mandy and her husband, Georgie Cooper (played by Montana Jordan), as they raise their family and deal with the challenges of early marriage.

This role solidifies Osment’s transition to a prime-time network star. Her performance has been praised for its maturity and comedic timing, proving she can anchor a major television show outside of the Disney orbit. The series provides a fresh, current context for her work, moving her definitively into the realm of mainstream adult comedy, a genre shift from her Disney days.

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2. She Has Found Critical Acclaim in Adult Dramedy

Before landing the lead in the *Young Sheldon* spin-off, Osment quietly built an impressive resume in adult-oriented television, earning critical respect that often eludes former child stars. Her work on the Netflix series The Kominsky Method is a prime example of this successful pivot.

Two Nominations for The Kominsky Method

From 2018 to 2021, Osment had a recurring role as Theresa, the daughter of Alan Arkin's character, in the Chuck Lorre-created dramedy. Working alongside Hollywood legends Michael Douglas and Alan Arkin, Osment demonstrated a subtle, dramatic flair that was a world away from the broad comedy of Hannah Montana. This role earned her two Critics' Choice Television Award nominations, a significant marker of industry recognition for her acting talent.

She also took on the challenging main role of Roxy Doyle in the short-lived but topical Fox series Almost Family, further showcasing her desire to tackle complex, contemporary issues. These roles collectively demonstrate her commitment to serious acting and a deliberate move away from her teen image.

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3. She Has a Secret Indie Music Career as 'Bluebiird'

While many fans remember her early pop-rock music career that produced the album Fight or Flight, Emily Osment has since launched a completely separate, and far more intimate, musical venture under the alias Bluebiird. This name change was a conscious decision to separate her new, deeply personal sound from her Disney past.

A Shift to Intimate Indie Folk

As Bluebiird, Osment explores a more intimate, indie-folk style, a stark contrast to the upbeat, pop-driven tracks of her youth. Her debut EP, When I Loved You, released in 2019, features songs that dive into intense emotions and personal experiences. This musical evolution is perhaps the most profound way she has distanced herself from the teen-pop landscape of the 2000s, choosing artistic authenticity over commercial appeal. The Bluebiird project allows her to express a side of her creativity that the Disney Channel never could.

4. She Firmly Rejects the Idea of a Hannah Montana Reboot

In an era dominated by nostalgic reboots and revivals, Emily Osment has been one of the most vocal former cast members to oppose bringing Hannah Montana back to the screen. Her reasoning provides a deep insight into her current perspective on her past and the value of nostalgia.

Osment believes that the show is a nostalgic gem that should be left untouched. She has publicly stated that it’s "best if you just sit back and admire it instead of trying to beat it," suggesting that attempting to recreate the magic would likely diminish the original's legacy. This stance is a powerful statement about her desire to move forward and respect the show’s place in history, rather than relying on it for future career moves. She prefers to focus on her new work, like Georgie & Mandy's First Marriage, instead of revisiting her time as Lilly Truscott.

5. Her Relationship with Miley Cyrus is Now Based on Adult Support

Despite the separation of their professional lives, the bond between Osment and her former co-star, Miley Cyrus (Miley Stewart/Hannah Montana), remains strong, but it has evolved into a mature, supportive adult friendship. This relationship is a testament to their shared history, but it is no longer defined by the Disney Channel's narrative.

A recent and public display of this adult support came in early 2024 when Cyrus won her first Record of the Year Grammy Award. Osment was quick to offer public congratulations, referencing a prophetic moment from a Hannah Montana episode where her character, Lilly, predicted Miley’s Grammy success. This moment of genuine, public pride highlights a relationship that has successfully transitioned from childhood co-stars to supportive industry peers, celebrating each other's individual successes outside of the Disney machine.

This enduring connection, along with her recent marriage to Jack Anthony, underscores the fact that the actress has built a rich, fulfilling life that is entirely her own, completely independent of her iconic role as the best friend who wore a purple wig.