Emily Osment: Biography, Miley Cyrus, Marriage and Career
For anyone who grew up watching *Hannah Montana*, Emily Osment was Lilly Truscott—the loyal, dry-witted best friend who kept Miley Stewart grounded, but two decades after the Disney Channel phenomenon ended, Osment has carved out a new chapter as an indie musician and TV actress while navigating personal highs and lows that have kept fans curious.
Age: 33 (born March 10, 1992) ·
Known for: Portraying Lilly Truscott on Hannah Montana ·
Spouse: Jack Anthony (married 2024, divorced 2025) ·
Sibling: Actor Haley Joel Osment ·
Latest project: EP Bluebiird (2025)
Quick snapshot
- Played Lilly Truscott on Hannah Montana (2006–2011) (Wikipedia) (Entertainment Tonight via Facebook)
- Released music as a solo artist and with band Bluebiird (Wikipedia) (Entertainment Tonight via Facebook)
- Recent roles on Young Sheldon and Georgie & Mandy’s First Marriage (Entertainment Tonight via Facebook)
Six key biographical facts, one pattern: Osment’s public timeline is defined by early fame and more private recent years.
| Attribute | Details |
|---|---|
| Full name | Emily Jordan Osment |
| Date of birth | March 10, 1992 |
| Occupation | Actress, singer, songwriter |
| Years active | 1997–present |
| Spouse | Jack Anthony (m. 2024; div. 2025) |
| Relatives | Haley Joel Osment (brother) |
Why did Miley Cyrus and Emily Osment not get along?
Rumored feud origins
- Rumors of a rivalry date back to the Hannah Montana era, fueled by fan speculation about off-screen tension.
- Both stars have downplayed any conflict in interviews, calling each other former coworkers with no lasting bad blood (Instagram statement).
- Differences in career trajectories after the show ended—Cyrus pursued global pop stardom while Osment chose indie music and smaller TV roles—likely cooled the professional friendship.
On-set dynamics during Hannah Montana
Filming a hit Disney show for five seasons can blur the line between co-stars and real-life friends. Yet sources close to the production have noted that Cyrus and Osment, while friendly, were not especially close off-set. Entertainment coverage from 2025 describes Osment’s current attitude toward the Hannah Montana years as affectionate but not nostalgic (Entertainment Tonight).
Public statements
In 2026, after missing the 20th-anniversary Hannah Montana reunion special, Osment explained that her work schedule prevented her attendance, and she posted warm messages about the show’s legacy and her bond with Cyrus (E! News).
Who is Emily Osment married to?
Marriage to Jack Anthony
Emily Osment married musician Jack Anthony Farina—known professionally as Jack Anthony—in a private ceremony in 2024. The marriage was not widely publicized until the divorce filing made headlines.
Timeline of relationship
- Osment and Anthony were romantically linked for several years before marrying.
- The wedding took place in early 2024, according to multiple reports (AP News).
- By March 2025, Osment filed for divorce citing irreconcilable differences (USA TODAY via Yahoo Entertainment).
Divorce in 2025
The divorce was finalized after less than five months of marriage, making it one of Hollywood’s briefest recent unions. AP News reported the filing on March 8, 2025, emphasizing the short duration as a newsworthy angle (AP News). Neither party has given a detailed public statement about the split.
Osment’s marriage ended almost as quickly as it began, but the lack of public drama suggests a quiet, mutually agreed split rather than a scandal. For fans, the brevity underscores that even celebrity relationships can fizzle fast.
What has happened to Emily Osment?
Career changes after Hannah Montana
After Disney, Osment took on independent films, guest TV roles, and voice work. Her most visible role in recent years was Mandy McAllister on Young Sheldon and its spin-off Georgie & Mandy’s First Marriage (Entertainment Tonight via Facebook). Similar to other actors transitioning from Disney, Shailene Woodley followed a comparable path into indie projects. (Shailene Woodley Movies and TV Shows: Complete Filmography)
Move into indie music
Osment released her debut solo EP The Spirit Side in 2019 and later formed the band Bluebiird. In 2025, the group released the EP Bluebiird, marking her return to music after a hiatus (Wikipedia).
Recent personal life updates
Beyond her divorce, Osment has maintained a low profile. She has not publicly dated anyone since the split and remains focused on her acting and music projects. She also participates in environmental activism, though specific initiatives are not widely covered. Her low‑key approach echoes that of other private celebrities, such as Stephanie Nur. (Stephanie Nur Biography: Roles, Marriage Rumor, & Facts)
Osment’s decision to return to music with Bluebiird after a six-year gap signals a deliberate re-entry into the spotlight—but on her own terms, not Disney’s. Fans of her acting may see more TV roles, while music lovers can expect a fuller project in 2026.
Are Miley Cyrus and Emily Osment still friends?
Current relationship status
Both Osment and Cyrus have stated in recent years that they are on good terms. Osment’s 2026 comments about the Hannah Montana reunion special were warm, and she has not criticized Cyrus in any public forum (E! News).
Past social media interactions
Osment and Cyrus have not interacted publicly on social media in years. There are no known recent likes, comments, or shares between them. This silence fuels lingering speculation, but neither party has acknowledged any feud.
Any recent joint appearances
The two have not been photographed together since the Hannah Montana era. Osment missed the 2026 anniversary special due to scheduling, further reducing the chance of a reunion moment (USA TODAY). The pattern: Osment and Cyrus occupy different worlds now. They are not enemies, but they are not friends in a meaningful, active sense either—just former co-stars who moved on.
Why does Emily Osment look so different?
Natural aging and style changes
Osment is now 33, versus 14–19 during her Hannah Montana run. That alone accounts for significant changes in bone structure, weight distribution, and overall appearance. She has also shifted from a teen-pop aesthetic to a more mature, indie-style look.
Speculation about cosmetic procedures
Online forums frequently question whether Osment has had rhinoplasty, lip fillers, or Botox. No credible source has confirmed any procedure, and Osment has not addressed specific rumors. The lack of evidence keeps this in the “unclear” category.
Osment’s own comments about appearance
In interviews, Osment has attributed her changing look to natural aging, better makeup techniques, and confidence growth. She has not directly denied or confirmed cosmetic work, but she has pushed back against invasive scrutiny by focusing on her work and life.
The same public that celebrated Osment’s girl-next-door look in 2006 now dissects every change 20 years later—a familiar trap for former child stars. Osment’s response has been to ignore the noise and let her projects speak.
Career and life comparison: Osment vs. Cyrus
Three key contrasts between the former co-stars reveal how their paths diverged.
| Dimension | Emily Osment | Miley Cyrus | Common ground |
|---|---|---|---|
| Career path | Indie music + TV supporting roles | Global pop star, major tours, brand deals | Both started on Disney Channel |
| Public persona | Low-key, minimal social media drama | High-profile, frequent tabloid presence | Both advocate for LGBTQ+ and environmental causes |
| Relationship status | Recently divorced, no public partner | Variously linked, currently single | Both value privacy regarding personal lives |
Timeline of key events
- 1992: Emily Osment is born in Los Angeles, California.
- 1997: Begins acting career with small roles.
- 2006–2011: Stars as Lilly Truscott on Disney’s Hannah Montana.
- 2010s: Transitions to independent film and music.
- 2024: Marries Jack Anthony.
- 2025: Divorces Jack Anthony; releases EP Bluebiird.
Emily Osment has successfully navigated the transition from Disney star to indie artist. Her brief marriage to Jack Anthony ended as quickly as it began, leaving her focused on music and acting.
What remains unclear
- Exact reasons for the friendship decline with Miley Cyrus
- Whether Emily Osment has undergone any cosmetic procedures
- Precise net worth figure
- Specific reasons for the divorce beyond “irreconcilable differences”
Fans have followed her journey from Disney star to indie musician and through her divorce from Jack Anthony.
Frequently Asked Questions
When did Emily Osment marry Jack Anthony?
She married Jack Anthony in 2024.
Why did Emily Osment divorce Jack Anthony?
She filed for divorce in March 2025 citing irreconcilable differences.
What is Emily Osment’s new EP called?
Bluebiird, released in 2025.
Did Emily Osment and Miley Cyrus have a falling out?
Both have stated they remain friendly, though they are not close.
How old is Emily Osment?
33 (born March 10, 1992).
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