Jon Hamm Is Officially Married to Anna Osceola — Their Relationship Timeline.

Kelly Corbett - Author

Jun. 28 2023, Updated 10:01 a.m. ET

Jon Hamm and Anna Osceola
Source: Getty Images

It’s official! Mad Men star Jon Hamm is married to actress Anna Osceola after two years of dating. Anna, who is 17 years his junior, previously appeared on Mad Men in its final season and also starred alongside Jon in the 2022 film Confess, Fletch.

Let's take a closer look at their relationship timeline.

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Jon Hamm and Anna Osceola's relationship timeline: They met in 2015.

Jon and Anna are believed to have met in May 2015 when Anna guest-starred in Mad Men's series finale. Anna played the role of Clementine, a secretary at the retreat where Jon's character, Don Draper, ended up.

Jon Hamm and Anna Osceola
Source: Getty Images
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Just months later, Jon split from his girlfriend of 18 years, Jennifer Westfeldt. Their breakup came after Jon briefly went to rehab for an alcohol stint. An insider confirmed to ET that Jon's "party-heavy lifestyle" was the reason behind their breakup.

Two years later, Jon appeared to still be mourning the loss of their relationship. "It's hard. It's hard to be single after being together for a long time. It's really hard. It sucks," he told InStyle at the time.

However, Jon and Anna were also spotted hanging out for the first time in 2017, per People. They wouldn't be romantically linked until years later, though.

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2020: Romantic rumors swirled about Jon Hamm and Anna Osceola.

In 2020, Jon and Anna were spotted out together multiple times — including enjoying a beach day in Santa Barbara with one another — and it started to become obvious that they are more than friends.

The following year, they were also spotted vacationing in Italy.

Jon Hamm and Anna Osceola
Source: Getty Images

Jon Hamm and Anna Osceola at the 'Top Gun: Maverick' premiere in May 2022.

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2022: Jon Hamm and Anna Osceola made their red carpet debut; Jon hints at marriage.

In 2022, the pair made their first red carpet-appearance at an Oscars viewing party in March. A few months later in September, Fletch, Confess (in which they both starred) came out.

In an interview on The Howard Stern Show that month, Jon talked highly of their relationship. "I'm in a relationship right now and it's comfortable," he told Howard, later adding that he's been able to sit down to start "really thinking about all that stuff, that's made the relationship that I'm in now even more meaningful and opened up the possibility of things like being married, having kids, defining a new version of happiness, life, wellness."

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February 2023: Jon Hamm and Anna Osceola reportedly got engaged in February and Married on June 24th.

People reported in late February 2023 that Jon and Anna are getting hitched. The engagement did not last long at all as they were soon married on June 24, 2023, at a place fans of Mad Men will be happy about — the exact wellness retreat located in Big Sur, California where their characters met in the series finale.

June 2023: Jon and Anna tie the knot where they first met.

jon hamm married
Source: Getty Images

In a Mad Men-inspired wedding, Jon and Anna got married when the AMC series filmed its series finale at Anderson Canyon in Big Sur — and where the couple first met all those years ago.

The wedding was attended by some major stars including John Slattery, Paul Rudd, and Tina Fey.

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