Jon Hamm and Wife Anna Osceola Prepare to Welcome Their First Child

Seth Meyers advised Hamm that the fear of parenthood does not disappear after a child is born, joking that there is never a moment when a parent can say, “All right, I think we’re done.”
Hamm and Osceola met while filming Mad Men in Big Sur, began their relationship in 2020 and married at the same location in June 2023.
Hamm had previously spoken publicly about fatherhood in a 2022 interview with Howard Stern, saying his relationship with Osceola had “opened up the possibility” of marriage, having children and defining “a new version of happiness, life, wellness.”
The pregnancy was first reported in August, with The Daily Mail publishing vacation photographs of Osceola, 38, showing a baby bump while the couple were away together.
Hamm said his 2023 wedding was intentionally small and “very sparsely attended,” describing the intimate ceremony as “perfect.”
Jon Hamm is about to become a father. The 55-year-old Mad Men actor told Late Night with Seth Meyers he feels "very excited and deeply terrified" as he prepares for his first child with wife Anna Osceola. Hamm joked about being an "old dad" but said the mix of emotions means he's approaching fatherhood the right way.
Osceola, 38, publicly showed her baby bump at the 2026 Emmy Awards alongside Hamm, weeks after The Daily Mail first reported the pregnancy in August. The couple married in June 2023 at the same Big Sur location where they met on the set of Mad Men in 2020.
Hamm once dreaded marriage and children. His parents' brief marriage left him with no model for lasting happiness, he explained. But his relationship with Osceola changed everything. In a 2022 interview with Howard Stern, Hamm said Osceola "opened up the possibility" of marriage, kids, and "a new version of happiness, life, wellness."
The couple's 2023 wedding was intentionally small and intimate. Hamm called the ceremony "perfect" and marked a turning point. Now, facing fatherhood at 55, he's processing both excitement and genuine fear — emotions he considers healthy signs.
Host Seth Meyers offered Hamm some reality. The fear of being a parent does not go away once the baby arrives, Meyers joked. Parents never reach a moment where they can say, "All right, I think we're done." The anxiety is permanent—and that's normal.
The couple's love story began during filming of Mad Men in Big Sur. They officially started dating in 2020 and moved quickly toward commitment. Their relationship proved transformative for Hamm, shifting his perspective on what a lasting partnership could look like. The June 2023 wedding cemented their bond at the same scenic location where they first met.
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