Jon Hamm and his wife, Anna Osceola , revealed their pregnancy on September 14, 2026, at the Emmy Awards in Los Angeles. Osceola debuted her baby bump on the Peacock Theatre red carpet as the couple marked their next chapter together. Osceola wore a black and white gown and gently cradled her bump, while Hamm kept things classic in a black tuxedo. The 55 year old actor and 38 year old actress married in June 2023 after meeting on the set of Mad Men in 2015. Jon Hamm Has Been Hinting at Dad Life Jon Hamm told The Hollywood Reporter in 2024 that he hoped marriage would lead to children, adding that he was prepared to be an older father. Hamm also said proposing to Osceola felt frightening, but that fear made the commitment feel meaningful. Before Osceola, Jon Hamm dated Jennifer Westfeldt for nearly 20 years before their 2015 split. During a 2022 appearance on The Howard Stern Show , Hamm said his relationship with Osceola changed how he viewed marriage, parenthood, wellness, and his idea of happiness. Consider the Emmy red carpet their official soft launch into family life.