Jon Hamm is married to actress Anna Osceola, his former Mad Men co-star who became his longtime partner and eventually his wife.
The couple’s relationship has a particularly fitting Hollywood connection. They first met while working on the final season of Mad Men, the series that made Hamm internationally famous. Years later, they returned to the same California location where the show’s finale was filmed to celebrate their own wedding.
Now, in another major chapter, Hamm and Osceola are preparing to become parents. Representatives confirmed in August 2026 that the couple is expecting their first child together.
Who Is Anna?
Anna Osceola is an American actress whose credits include television and film appearances.
She is perhaps best known to fans for her connection to Mad Men, where she appeared in the show’s finale as Clementine, a receptionist at the California retreat visited by Hamm’s character, Don Draper.
Her role was relatively small, but the production ultimately became significant in her personal life because it was where she first crossed paths with Hamm.
Osceola has since appeared in other screen projects, including Your Friends & Neighbors, where she works alongside her husband.
Their First Meeting
Hamm and Osceola first met in 2015 while filming the Mad Men finale.
At the time, there was no indication that the brief professional encounter would eventually lead to marriage and a family.
The show’s final episode was filmed at Anderson Canyon in Big Sur, California, a location that would later become deeply meaningful to the couple.
Their connection developed gradually rather than immediately becoming a public romance.
Romance Begins
Romance rumors surrounding Hamm and Osceola emerged several years later.
The pair were linked during the COVID-19 pandemic, with reports suggesting that their relationship had become more serious in 2020.
For a while, they largely kept their private life away from the spotlight.
That changed in March 2022, when they made their red-carpet debut together at an Oscars afterparty.
Their appearance provided the clearest public indication that their relationship had moved beyond friendship and professional familiarity.
The Engagement
After establishing themselves as a couple publicly, Hamm and Osceola took another major step.
The pair became engaged in February 2023.
Hamm had previously spoken about his changing perspective on marriage and relationships, and his engagement to Osceola marked an important new chapter after years of maintaining a relatively private personal life.
Their engagement was followed by a wedding only a few months later.
The Wedding
Jon Hamm and Anna Osceola married in June 2023.
The ceremony took place at Anderson Canyon in Big Sur, California, the same picturesque location where the Mad Men finale had been filmed.
The setting gave the wedding an especially personal meaning because it connected the couple’s present life to the television production where they first met.
The ceremony attracted considerable attention, with several well-known Hollywood figures attending.
For Hamm, the location represented more than a scenic wedding venue. It was part of the beginning of his relationship with Osceola.
First Baby
The couple are now preparing for their biggest milestone yet.
Representatives confirmed in August 2026 that Hamm and Osceola are expecting their first child together.
Hamm, 55, and Osceola, 38, are entering parenthood after several years of marriage.
The actor has spoken enthusiastically about becoming a father and acknowledged that he will be an older parent while expressing excitement about starting this new phase of his life.
The couple has not publicly revealed every detail about the pregnancy, including the baby’s expected arrival date.
Working Together
Marriage has not stopped Hamm and Osceola from collaborating professionally.
The couple both appear in the Apple TV+ dark comedy series Your Friends & Neighbors.
The series stars Hamm as Andrew “Coop” Cooper, a wealthy hedge-fund manager whose life takes a dramatic turn after losing his job.
Osceola’s involvement gives the married couple another opportunity to share the screen, although their professional relationship is separate from their personal life.
Hamm has spoken positively about working with his wife, joking about the convenience of being able to discuss their workday together without having to explain everything later.
A Private Marriage
Despite their Hollywood profiles, Hamm and Osceola have generally avoided turning their marriage into a constant media spectacle.
They occasionally appear together at premieres and public events, but much of their relationship has remained outside the spotlight.
That approach has allowed them to build a life together while continuing separate professional careers.
Their decision to marry at the Mad Men filming location was one of the clearest examples of how their private relationship is connected to the work that brought them together.
Hamm’s New Chapter
Hamm’s relationship with Osceola represents a significant change from the bachelor image that followed him for much of his career.
The actor became a household name playing Don Draper on Mad Men, a character whose complicated romantic life was very different from Hamm’s real-world relationship.
Away from the screen, Hamm has now entered a much more settled chapter.
He and Osceola have been married since 2023, continue to work together and are preparing to welcome their first child.
The Bottom Line
Jon Hamm’s wife is Anna Osceola, an actress he first met while filming the Mad Men finale in 2015.
Their relationship reportedly became romantic around 2020, they made their public debut as a couple in 2022, became engaged in February 2023 and married in June of that year at Anderson Canyon in Big Sur.
In August 2026, the couple announced that they are expecting their first child together.
From meeting on a television set to marrying at one of its most memorable filming locations and now preparing for parenthood, Hamm and Osceola’s relationship has developed into one of Hollywood’s more unusual full-circle love stories.
