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BUZZ: Who is Anna Osceola? Meet Jon Hamm’s new wife, 17 years his junior

BUZZ: Who is Anna Osceola? Meet Jon Hamm’s new wife, 17 years his junior

Jon Hamm swore off marriage — until he met Anna Osceola.

The longtime bachelor wed his “Mad Men” co-star in June 2023 at Anderson Canyon in Big Sur, Calif., where they met in mid-2014 while filming the show’s series finale.

Hamm described their union as a “signpost and a signifier of the next chapter and phase” of life in a podcast interview released days after the ceremony.

Jon Hamm and Anna Osceola in New York City.
John Hamm and Anna Osceola are very private about their love.
Felipe Ramales /
Jon Hamm and Anna Osceola at the 2023 Vanity Fair Oscars party.
They married in June 2023.
WireImage for Vanity Fair

“Ideally, [marriage] gives you and your partner a sense of stability and comfort and an identifying capacity that is better, deeper, richer than ‘it’s my girlfriend’ or ‘my boyfriend’ or what have you,” he added.

But the low-key couple, who have an age gap of 17 years, have otherwise kept their relationship relatively private — and little is known about the woman who stole Hamm’s heart.

Here’s everything we do know about Osceola.

Massachusetts missus

Jon Hamm and Anna Osceola on a red carpet in 2022.
Osceola hails from Cambridge, Mass.

Osceola was born on April 8, 1988, in Cambridge, Mass.

She grew up in New England but ultimately moved to California to pursue a career in acting.

Osceola still resides in the Golden State today.

Hollywood hottie

Jon Hamm and Anna Osceola
The actress has appeared in several popular TV series.

The actress made her acting debut in 2007 when she played Charlie in the TV movie “Not Another High School Show.”

Since then, she has appeared in popular shows like “Greek,” “NCIS,” “Law & Order: Special Victims Unit,” “Saving Grace,” and, of course, “Mad Men.”

Most recently, she was in the 2022 movie “Confess, Fletch,” which starred Hamm. Her previous films included “Superhero Movie” and “An American Carol.”

Off the grid

Anna Osceola walking in Los Angeles.
Osceola is not on Instagram or Twitter.

Osceola isn’t just private about her relationship with the “Top Gun: Maverick” star.

She also keeps her own life out of the spotlight and doesn’t have a social media presence.

“Mad” about each other

Anna Osceola and Jon Hamm in the series finale of "Mad Men."
They met while filming the series finale of “Mad Men.”
©AMC/courtesy Everett Collection

Hamm and Osceola first crossed paths on the “Mad Men” set in the summer of 2014.

In the seven-season AMC period drama’s final episode, “Person to Person,” which aired in May 2015, Hamm’s character, Don Draper, meets Osceola’s Clementine at a commune in Big Sur, where he comes up with Coca-Cola’s iconic “Hilltop” ad.

Hamm and Osceola are presumed to have started dating shortly after, though they kept their love under the radar.

Falling in love

Jon Hamm and Anna Osceola on a beach.
Hamm and Osceola showed PDA in Italy in 2021.
Clint Brewer Photography / A.I.M / BACKGRID

The pair were first linked publicly in January 2017 when they stepped out for coffee in Los Feliz, Calif.

But they didn’t seem to really kick-start their romance until the summer of 2020 when they were spotted out and about together several times.

They kept their love relatively private, though they were spotted showing PDA while vacationing in Italy in August 2021.

Wedding bells “ring”

Jon Hamm and Anna Osceola on a red carpet in March 2023.
News of their engagement broke in February 2023.

News broke in February 2023 that Hamm had gotten down on one knee and asked Osceola to marry him.

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However, the proposal reportedly took place long before it made headlines.

“The engagement happened a while back, but they are still on cloud nine,” a source told Us Weekly at the time.

“I do”

Jon Hamm and Anna Osceola on their wedding day.
The pair tied the knot in Big Sur, Calif., in front of a star-studded crowd.

Hamm and Osceola tied the knot on June 24, 2023, in a “Mad Men”-inspired wedding.

The bride stunned in a strapless white gown, while the groom wore a classic black tuxedo.

Stars who attended the lavish nuptials overlooking the sea included Billy Crudup, John Slattery, Paul Rudd, Tina Fey, Larry David and Brooke Shields.


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