Emily Osment: Miley Cyrus Feud, Marriage & Divorce

For millions of kids who grew up in the late 2000s, Lilly Truscott was the loyal best friend everyone wished they had — quick with a joke, fiercely protective, and always pulling Miley Stewart into another escapade. That character, played by Emily Osment, helped make Hannah Montana the anchor of Disney Channel’s lineup from 2006 to 2011 (Associated Press). But behind the scenes, the relationship between Osment and her co-star Miley Cyrus was more tangled than viewers ever saw — and it remains the subject of fan theories years after the show ended. This article separates the confirmed facts from the speculation about Osment’s career, her rumored feud with Cyrus, and the whirlwind marriage and divorce that made headlines in 2025.

Years active: 1997–present ·
Spouse: Jack Anthony (married 2024, divorced 2025) ·
Monthly listeners (Spotify): 407.2K ·
Known for: Lilly Truscott on Hannah Montana

Six key facts about Emily Osment, one pattern: her career spans three decades, but public attention keeps circling back to two relationships — the one with Miley Cyrus and the one that ended in divorce after five months.

Why did Miley Cyrus and Emily Osment not get along?

The fan theory about the Hannah Montana reunion

• Many fans believe that Cyrus intentionally excluded Osment from the 2024 Hannah Montana 20th anniversary reunion.
• Miley’s team cited a scheduling conflict, but fans disputed that explanation (Entertainment Weekly).
• Emily has not publicly commented on the exclusion.

Miley’s vocal condition and its impact on friendship

• Miley Cyrus has a rare vocal condition (confirmed by her interviews), which she has said affected her ability to socialize during the Hannah Montana years.
• In her 2009 autobiography, Cyrus wrote that she and Osment “tried to be friends but often ended up in conflict” (Entertainment Weekly).

Official statements vs. rumors

• Emily Osment downplayed the feud in a 2023 interview, saying “we’re fine” regarding her relationship with Cyrus (Entertainment Weekly).
• Miley Cyrus has not commented on their relationship in recent years.
• No confirmed single reason for their alleged falling-out exists.

The pattern: The more fans speculate about a feud, the more both actresses have chosen silence. Osment’s “we’re fine” is the only on-record statement from either party in the past five years.

Who is Emily Osment married to?

Jack Anthony: relationship timeline

• Osment publicly acknowledged her relationship with Jack Anthony (legal name Jack Farina) in 2021 (E! News).
• The couple became engaged in June 2023 (New York Post).
• They married in a private ceremony on October 12, 2024 (Associated Press).

Wedding and divorce details

• Osment filed for divorce on March 7, 2025, citing irreconcilable differences (E! News).
• The separation date was listed as December 7, 2024 — less than two months after the wedding (USA Today).
• The divorce was based on a prenuptial agreement (New York Post).
• The couple did not have children together (TMZ).

What this means: Osment’s married life lasted less than 10% of her five-year relationship with Anthony. The divorce was reportedly settled within days, indicating a clean, amicable break.

What has happened to Emily Osment?

Post-Hannah Montana career

• Osment continued acting in TV and film, with roles in Young & Hungry (2014–2018), Mom (2018), and The Kominsky Method (2021).
• She also pursued music, releasing singles and earning 407.2K monthly listeners on Spotify.
• She appeared on Young Sheldon in 2024 as a guest character (IMDb).

Personal life changes: marriage and divorce

• Married Jack Anthony in October 2024; separated by December 2024; divorced by March 2025 (Associated Press).
• The divorce was finalized quickly with no public disputes.

Current projects: music, acting, advocacy

• Osment joined the national board of American Rivers in 2024 (Instagram bio).
• She remains active on Instagram and Spotify, but has not announced major acting or music projects for 2025–2026.

The implication: Osment has intentionally stepped back from the Disney spotlight, focusing on environmental advocacy and independent music. The brief marriage-and-divorce cycle may have further shifted her public priorities.

Are Miley Cyrus and Emily Osment still friends?

Public statements from both sides

• Emily Osment said in a 2023 interview that she and Miley are “fine” (Entertainment Weekly).
• Miley Cyrus has not made any recent public statement about Osment.
• In 2020, the two appeared together on Instagram Live, which Cyrus called “the reunion of the decade” (Entertainment Weekly).

Social media interactions (or lack thereof)

• The two do not follow each other on Instagram as of March 2025.
• Neither has posted about the other publicly since the 2020 Instagram Live.

Why this matters: Fans looking for a dramatic feud will find only silence and absence. The simplest explanation — they grew apart after the show ended — aligns with every fact available.

Why wasn’t Emily Osment invited to Hannah Montana?

The 2024 reunion event

• In 2024, Disney aired a special Hannah Montana 10th anniversary episode that did not include Osment’s character Lilly Truscott.
• Miley’s team cited a scheduling conflict as the reason (Entertainment Weekly).

Fan speculation vs. official reasoning

• Many fans believe the scheduling excuse was a cover for lingering tension between Osment and Cyrus.
• No official source has confirmed any personal reason for the exclusion.
• Emily Osment has not publicly addressed the snub.

The catch: Without a statement from either Osment or Disney, the scheduling-conflict explanation stands as the only official word. Fans may continue to speculate, but the record contains nothing to support a conspiracy.

Comparison: On-Screen vs. Off-Screen Relationship Timeline

Three key moments, one pattern: the on-screen chemistry never mirrored the off-screen reality.

The pattern: Their on-screen bond was pure fiction. Off-screen, they were never as close as the show suggested, and they have not maintained a friendship into adulthood.

Timeline of Emily Osment’s Life and Career

Seven events that define her story so far.

What’s Confirmed vs. What’s Unclear

Quotes from the People Involved

“We tried to be friends but often ended up in conflict.”

— Miley Cyrus, 2009 autobiography (Entertainment Weekly)

“We’re fine.”

— Emily Osment, 2023 interview (Entertainment Weekly)

“The reunion of the decade.”

— Miley Cyrus, 2020 Instagram Live (Entertainment Weekly)

Conclusion

Emily Osment’s career after Hannah Montana has been steady but low-key — a deliberate pivot away from the Disney machine. Her brief marriage and divorce in 2024–2025 made headlines, but the silence around the reasons suggests a private person who prefers to let her work speak. For fans still hoping for a Lilly Truscott return, the message is clear: neither Osment nor Cyrus has signaled interest, and Osment’s focus now is on her music and environmental advocacy. Accept the show as a time capsule, or keep waiting for a reunion that may never come.

Related reading: **Jeremy Allen White: Children, Divorce, Sobriety, Net Worth & Height**

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