Jon Hamm, best known for his iconic role as Don Draper on Mad Men, has long been a subject of public fascination—both for his career and his personal life. After years of keeping his relationships private, the award-winning actor surprised fans when he quietly married actress Anna Osceola in 2023.
As of 2026, interest in Jon Hamm’s wife continues to grow, with fans eager to learn more about the woman who captured his heart and the love story that began on the set of Mad Men. From their low-key romance to their scenic Big Sur wedding, Hamm and Osceola’s relationship stands out for its privacy, longevity, and authenticity.
So, who exactly is Anna Osceola? Here’s everything you need to know about Jon Hamm’s wife and their life together in 2026.
Who Is Jon Hamm’s Wife?
Jon Hamm’s wife is Anna Osceola, an American actress who has worked steadily in television and film. She was born on April 8, 1988, in Cambridge, Massachusetts, and later moved to California to pursue an acting career.
Anna Osceola is best known for her appearances in popular TV series such as Mad Men, Greek, Rizzoli & Isles, NCIS, and Law & Order: True Crime. She made her on-screen debut in 2007 and gradually built her career with supporting roles across major networks.
Osceola gained wider public attention after her relationship with Jon Hamm became public and, ultimately, through their marriage in 2023. While she keeps a low profile and avoids social media, her connection to the Mad Men finale—where she first met Hamm—and her successful acting background have made her a person of interest to fans in 2026.
How Did Jon Hamm and Anna Osceola Meet?
Jon Hamm and Anna Osceola first met in 2015 on the set of Mad Men during the filming of the series finale. Osceola appeared briefly as a receptionist at a California wellness retreat, where Hamm’s character, Don Draper, spends time in the final episode. At the time, their interaction was strictly professional.
Although they didn’t begin a romantic relationship right away, the two stayed in touch over the years and were occasionally spotted together in public. Their early connection quietly grew into something more, and by 2020, Hamm and Osceola were officially dating.
What started as a brief on-screen encounter eventually evolved into a real-life relationship, laying the foundation for their engagement in 2023 and marriage later that same year.
Jon Hamm and Anna Osceola’s Relationship Timeline
Speculation about Jon Hamm and Anna Osceola’s relationship began between 2017 and 2020, when the two were occasionally spotted together in public, including casual outings like coffee runs and tennis matches. At the time, neither confirmed a romance, keeping their connection largely out of the spotlight.
Their relationship became more visible in 2020, when multiple sightings confirmed that they were officially dating. Despite the public interest, the couple maintained a low-key approach, rarely sharing details about their personal lives.
In February 2023, their relationship reached a major milestone when news of their engagement broke. The announcement marked a turning point for the private pair and set the stage for their wedding later that year.
Wedding Details and Marriage
Jon Hamm and Anna Osceola tied the knot on June 24, 2023, at Anderson Canyon in Big Sur, California. The scenic cliffside location held special significance, as it was the same spot where the Mad Men series finale was filmed—a meaningful connection to the place where they first met on set.
The wedding was an intimate yet star-studded affair, attended by friends and fellow actors including Paul Rudd, Tina Fey, and Billy Crudup. Osceola walked down the aisle in a strapless A-line gown, while Hamm looked dapper in a classic black tuxedo.
For the couple, the venue and ceremony symbolized both their personal and professional journey together, combining a private moment of commitment with a nod to the iconic show that brought them together. Their marriage marked a new chapter of stability, partnership, and happiness in both their lives.
Who Is Anna Osceola? (Bio & Career)
Anna Osceola, born on April 8, 1988, in Cambridge, Massachusetts, is an American actress known for her roles in Mad Men, Greek, Rizzoli & Isles, and Law & Order: True Crime. She debuted in 2007 and continues to act selectively in television and film, building a steady career while maintaining a low public profile.
Early Life and Education
Anna Osceola was born on April 8, 1988, in Cambridge, Massachusetts. She grew up in Massachusetts before relocating to California to pursue a career in acting. From a young age, she showed a passion for performance, which eventually led her to roles in television and film.
Acting Career Highlights
Osceola made her on-screen debut in 2007 with the TV movie Not Another High School Show, where she played the character Charlie. Over the years, she built a steady acting career, taking on diverse roles across television and film.
Notable TV Shows and Films
- Mad Men (2015) – Series finale cameo as a receptionist
- Greek – Multi-episode arc
- Rizzoli & Isles – Guest appearance
- Law & Order: True Crime – Supporting role
- NCIS – Guest role
Confess, Fletch (2022) – Co-starred alongside Jon Hamm
While Osceola keeps a relatively low public profile, her career achievements and connection to Jon Hamm have brought her into the spotlight, making her a notable figure in Hollywood today.
Age Difference Between Jon Hamm and Anna Osceola
Jon Hamm and Anna Osceola have a 17-year age difference, with Hamm born in 1971 and Osceola in 1988. Despite the gap, their relationship thrives on shared values, mutual respect, and emotional maturity. Fans have largely celebrated their bond, focusing on their love story rather than the age difference itself.
Birth Dates
- Jon Hamm was born on March 10, 1971.
- Anna Osceola was born on April 8, 1988.
Age Gap Explained
This means there is a 17-year age difference between the couple, with Hamm being the senior. Despite the gap, both have emphasized that shared values, mutual respect, and personal growth have been the foundation of their relationship.
Public Reaction
Fans and media have occasionally noted the age difference, but it has not been a major point of controversy. Most coverage focuses on the couple’s strong connection, love story, and how they met on the set of Mad Men, rather than the age gap itself. Their relationship continues to be celebrated as a mature, supportive partnership.
Did Jon Hamm Date Anyone Before Anna Osceola?
Before marrying Anna Osceola, Jon Hamm was in a long-term relationship with actress Jennifer Westfeldt from 1997 to 2015. They collaborated on films and a production company before amicably parting ways. Hamm was also linked to a few other rumored relationships, but none were as significant or long-lasting as his bond with Osceola.
Jennifer Westfeldt Relationship
Before Anna Osceola, Jon Hamm was in a long-term relationship with actress and screenwriter Jennifer Westfeldt. The pair dated for 18 years, from 1997 to 2015, and collaborated professionally on projects like the film Friends with Kids and the Netflix limited series A Young Doctor’s Notebook. They shared a close bond and amicably separated, emphasizing continued support for one another.
Other Rumored Relationships
After his split from Westfeldt, Hamm was linked to several other women, including actresses Jenny Slate, Dakota Johnson, and producer Lindsay Shookus, though most of these relationships were brief and remained largely private.
Life Before Marriage
Prior to marrying Osceola, Hamm focused on his career and personal growth, including overcoming challenges such as alcohol recovery. His experiences in past relationships helped him reflect on emotional availability, which he credits as essential to forming a successful marriage with Anna Osceola.
Do Jon Hamm and Anna Osceola Have Children?
As of 2026, Jon Hamm and Anna Osceola do not have children. The couple has kept this aspect of their lives private, focusing instead on their careers and married life.
Hamm has shared in interviews that marriage has opened the possibility of starting a family in the future. He has expressed that being married and emotionally available has allowed him to consider having children and building a new version of happiness, though no formal plans have been announced. For now, the couple appears content enjoying life together while keeping their personal decisions out of the public spotlight.
Are Jon Hamm and Anna Osceola on Social Media?
Jon Hamm and Anna Osceola are not active on public social media and prefer to keep their personal lives private. The couple values maintaining boundaries and enjoying their relationship away from public scrutiny.
Hamm has previously explained his stance on social media, stating that constantly sharing personal moments online offers little real value. In interviews, he described social media as a form of instant gratification rather than meaningful connection and emphasized that he prefers to live authentically without broadcasting every aspect of his life. This commitment to privacy extends to Osceola, making them one of Hollywood’s more low-key and grounded couples.
Where Are Jon Hamm and Anna Osceola Now in 2026?
As of 2026, Jon Hamm and Anna Osceola are happily married and living a private, low-key life. They occasionally attend select red carpet events and film premieres but largely keep personal matters out of the spotlight. Both continue their acting careers, balancing professional projects with a grounded, private lifestyle.
Married Life Update
As of 2026, Jon Hamm and Anna Osceola continue to enjoy a happy and private married life. The couple has maintained a low-key lifestyle, focusing on each other and their shared interests while occasionally appearing at events together.
Recent Appearances
The pair has been spotted at select red carpet events and film premieres, including film festivals and industry gatherings, but they continue to avoid constant public exposure. Their appearances are always tasteful and understated, reflecting their preference for privacy.
Career Updates
Jon Hamm remains active in film and television, with recent projects including acclaimed roles in The Morning Show and Fargo, earning Emmy nominations in 2026. Anna Osceola continues to work selectively in acting, with appearances in projects like Confess, Fletch, and other television and film roles. Together, they balance their careers while keeping their personal lives grounded and private.
Final Thoughts
Jon Hamm and Anna Osceola’s love story is a testament to patience, timing, and genuine connection. What began as a brief on-screen encounter in the Mad Men series finale eventually blossomed into a meaningful relationship, culminating in their marriage in June 2023.
Their relationship stands out because of its grounded nature in an industry often marked by drama and publicity. Despite fame, both Hamm and Osceola have prioritized mutual respect, personal growth, and emotional support over constant media attention.
Above all, their story highlights the value of privacy and stability. By keeping their personal lives out of the public eye, the couple has created a lasting partnership that focuses on love, shared experiences, and long-term happiness—a model of a healthy Hollywood relationship in 2026.
FAQ’s
How long have Jon Hamm and Anna Osceola been married?
Jon Hamm and Anna Osceola got married on June 24, 2023, which means they have been married for nearly three years as of 2026.
What does Anna Osceola do for a living?
Anna Osceola is an actress. She has appeared in TV series like Mad Men, Greek, Rizzoli & Isles, NCIS, and Law & Order: True Crime, as well as films including Confess, Fletch.
Where did Jon Hamm get married?
The couple tied the knot at Anderson Canyon in Big Sur, California, the scenic location where the Mad Men series finale was filmed.
Are Jon Hamm and Anna Osceola still together?
Yes, as of 2026, Jon Hamm and Anna Osceola are happily married and continue to enjoy a private, low-key life together.
