Anna Osceola is an American actress whose screen work includes Mad Men, Confess, Fletch and Apple TV’s Your Friends & Neighbors. She is also known publicly as the wife of actor Jon Hamm. Her earliest widely listed screen credit dates to 2007, and by 2025 and 2026 she had a recurring role as Maggie Haber across both seasons of Your Friends & Neighbors.
Osceola’s connection to Hamm began professionally. Hamm has said that he first met her on the set of Mad Men, where she played Clementine in the series finale, “Person to Person.” The episode aired on May 17, 2015, although the exact year of their first meeting should not be assumed from that air date because the show’s final episodes had finished filming earlier. Years later, the two became publicly linked as a couple and married in Big Sur on June 24, 2023.
As of September 1, 2026, Osceola remains professionally active. She appeared again as Maggie Haber in the second season of Your Friends & Neighbors, and television databases also credit her with a 2026 guest appearance in Life, Larry and the Pursuit of Unhappiness. On August 10, 2026, PEOPLE reported that Osceola and Hamm are expecting their first child, citing a source; the report said representatives for the actors could not be reached for comment.
Key takeaways
- Anna Osceola is an actress with screen credits dating to 2007.
- She played Clementine in the Mad Men series finale and later appeared in Confess, Fletch.
- She played Maggie Haber in both seasons 1 and 2 of Your Friends & Neighbors, with 15 credited episodes in TVMaze’s record.
- She married Jon Hamm on June 24, 2023, at Anderson Canyon in Big Sur.
- PEOPLE reported in August 2026 that the couple are expecting their first child, but the news had not been publicly confirmed by the couple in the material reviewed for this profile.
Anna Osceola profile summary
| Detail | Verified information |
|---|---|
| Profession | Actress |
| Reported birth date | April 8, 1988 |
| Birthplace | Cambridge, Massachusetts |
| Spouse | Jon Hamm |
| Marriage date | June 24, 2023 |
| Notable credits | Mad Men, Confess, Fletch, Your Friends & Neighbors |
| Recent role | Maggie Haber in Your Friends & Neighbors |
Early career and television work
Osceola’s earliest widely listed screen credit is the 2007 project Not Another High School Show, in which she played Charlie. A current PEOPLE profile identifies that production as the beginning of her screen career, while Rotten Tomatoes similarly dates her acting work to 2007.
Over the following decade, Osceola built a résumé largely through television guest roles. Her credits include appearances in Greek, Rizzoli & Isles, NCIS, In Plain Sight, Law & Order: Special Victims Unit, Bull and Law & Order True Crime. The pattern is less that of one sudden breakthrough than of a working television actor moving through supporting and guest parts across several network and cable series.
Her most culturally recognizable early appearance came in Mad Men. Osceola played Clementine in the final episode, “Person to Person,” which aired on May 17, 2015. The role is brief, but it became unusually important to her public biography because it also connects to Hamm, the show’s star.
The Mad Men connection
Hamm has said that he first met Osceola on the set of Mad Men. In a 2022 Howard Stern interview, he discussed their relationship and identified the series as where they first crossed paths professionally.
Profiles often simplify that history by saying they “met in 2015,” but the chronology is not quite that clean. Osceola’s finale aired in May 2015, while contemporary reporting shows that filming on the final episodes had been completed in 2014. The most accurate wording is therefore that they first met on the Mad Men set; the available first-person account does not establish a precise meeting year.
The location of the finale has also created a small but persistent point of confusion. The retreat sequence is commonly described as taking place at Esalen, but series creator Matthew Weiner explained that the production actually used Anderson Canyon in Big Sur for those scenes. That distinction later became relevant to Osceola and Hamm’s wedding.
Confess, Fletch and a later collaboration with Hamm
Osceola and Hamm worked together again in Confess, Fletch, the 2022 comedy-mystery starring Hamm as Irwin “Fletch” Fletcher. Osceola is credited as Larry in the film’s full cast listing.
The movie is useful context for Osceola’s career because it shows that her later public connection to Hamm was not confined to relationship coverage. They also shared professional projects after Mad Men.
By then, however, their relationship had become public. Entertainment coverage reported that the two had been seen together as early as 2017, but they were not widely linked romantically until 2020. Their first widely reported joint red-carpet appearance followed in March 2022.
Maggie Haber in Your Friends & Neighbors
Osceola’s most substantial recent television work is Your Friends & Neighbors, the Apple TV drama starring Hamm. She plays Maggie Haber.
Some later profiles incorrectly suggest that Osceola joined the show only in its second season. Episode-level records show otherwise. According to TVMaze’s Maggie Haber listing, Osceola appeared in seven episodes during season 1 in 2025 and eight episodes during season 2 in 2026, for 15 credited appearances in total.
That makes Maggie Haber one of Osceola’s more sustained screen roles rather than a one-off guest spot. Apple’s official material confirms the series’ 2026 second-season run, which began April 3 and concluded June 5, and Apple TV Press documented Osceola’s attendance at the season-two premiere in New York on March 30, 2026.
Hamm has also spoken publicly about working with his wife on the series. In 2026 interviews, he described the practical side of sharing a production, including commuting and working together. Those comments offer a rare glimpse into their professional collaboration without requiring assumptions about Osceola’s private motivations or feelings.
Relationship with Jon Hamm
Osceola’s relationship with Hamm developed years after their initial Mad Men connection. Although they had reportedly been seen together before, they were publicly linked as a couple in 2020.
Hamm spoke about the relationship in his 2022 Howard Stern interview, describing how his views on marriage and parenthood had changed. Those comments reflected Hamm’s own perspective rather than Osceola’s, whose first-person public comments about the relationship have been comparatively limited.
The couple became engaged in February 2023 and married on June 24, 2023, at Anderson Canyon in Big Sur. PEOPLE’s current profile gives the same wedding date.
The location carried a clear connection to Mad Men: Anderson Canyon had been used for the finale’s retreat scenes. It is more accurate to describe it that way than to say the wedding took place at Esalen, which was not the actual filming location.
Recent work and current status
Osceola continued working in 2026. Her eight season-two appearances as Maggie Haber made Your Friends & Neighbors her most visible recent television role.
Current television databases also credit her as Agnes in one episode of Life, Larry and the Pursuit of Unhappiness, dated August 7, 2026. That credit appears consistently across multiple entertainment databases, although an official HBO cast page specifically naming Osceola was not established in the available record. It is best treated as a recent guest credit rather than a major new role.
Her personal life also returned to the news in August 2026. PEOPLE reported on August 10 that Osceola and Hamm are expecting their first child. The outlet said a source confirmed the news and noted that representatives for both actors could not be reached. That distinction matters: the report supports saying they are reported to be expecting a child, but not that Osceola or Hamm had personally announced the pregnancy.
What is publicly known about her background
Osceola is reported to have been born on April 8, 1988, in Cambridge, Massachusetts. That information appears consistently in reputable secondary profiles, but no primary birth record was established in the material used for this biography.
Other frequently searched details are less secure. Claims about her college education, including repeated references to NYU or the Tisch School of the Arts, were not supported by an authoritative school record, official biography or verified first-person statement. Likewise, widely repeated claims about her height, heritage, net worth or family background do not have sufficiently strong public sourcing to belong in a careful biography.
That leaves a public record that is more complete about Osceola’s work than about her private background. Her screen credits, relationship milestones and recent television activity are well documented; many template-style celebrity biography details are not.
Conclusion
Anna Osceola is best understood as a working actress whose career spans nearly two decades of television and film appearances, with Mad Men, Confess, Fletch and Your Friends & Neighbors forming the clearest through-line in her public profile.
Her marriage to Jon Hamm has brought considerably more attention to her name, but it is only part of the story. As of September 1, 2026, Osceola remains active on screen, with recurring work in Your Friends & Neighbors and another 2026 guest credit, while her personal life has also entered a new phase through the reported expectation of the couple’s first child.