The two actors reportedly met in 2015 on the set of Mad Men, when Osceola had a small role as the receptionist at a spiritual retreat Hamm's character, Don Draper, attends in the series finale.

Read ahead for everything we know about the darling actress who captured Hamm's heart. Getty Images Osceola was Massachusetts born and bred before she moved to California to pursue acting. She made ...

Reelected Florida state representative Anna Eskamani thanks supporters and volunteers during ... The party did have some wins ...

In Osceola County, where more than 70% of the population ... nine days before Election Day. (Photo by Anna Moneymaker/Getty Images) Democratic Vice Presidential candidate Tim Walz was among ...

Andrew Bain was appointed to replace Monique Worrell as Orange-Osceola state attorney ... That includes state Rep. Anna Eskamani, D-Orlando, who said in a statement that Worrell has “a proven ...

Video: Jon Hamm, 53, and wife Anna Osceola, 36, look preppy as they step out together in NYC Jon Hamm and Anna Osceola are arm in arm for their date night at upscale Italian eatery. Jon is dapper ...

ORLANDO — For the past year, suspended Orange-Osceola State Attorney Monique Worrell ... That includes state Rep. Anna Eskamani, D-Orlando, who said in a statement that Worrell has “a proven ...

Taika Waititi, Rita Ora, Anna Osceola, and Jon Hamm sat together to take in the Game 2 scene. Taika Waititi, Rita Ora, Anna Osceola, and Jon Hamm look on during Game 2 of the 2024 World Series.