He’s widely recognized as a prominent actor, best known for his iconic portrayal of Don Draper on the critically acclaimed AMC series Mad Men. This role not only defined his career but also brought him widespread acclaim and a collection of prestigious awards. Over the years, he has built an impressive filmography, appearing in popular movies such as Bridesmaids, The Town, and the long-awaited sequel Top Gun: Maverick, further solidifying his status in Hollywood. On the small screen, he’s made memorable appearances in hit TV shows like 30 Rock, Parks and Recreation, and the beloved fantasy series Good Omens.
Before all the fame and red carpet moments, his journey in acting began quite humbly—he played Winnie-the-Pooh in a first-grade school play, a fun early sign of things to come. In his personal life, he was in a long-term relationship with Jennifer Westfeldt that lasted from 1997 until 2015. More recently, in June 2023, he tied the knot with actress Anna Osceola, marking a new chapter in his life. Throughout it all, he’s remained a compelling figure in entertainment, with each role adding depth to his already rich legacy.
He’s been a lifelong St. Louis Cardinals enthusiast, and that deep connection to the team led them to hire him to narrate their 2011 Official World Series film—a pretty big deal for any fan. On top of that, he also lent his voice to a major animated release, portraying the character Herb Overkill in the 2015 film Minions. It’s clear that his passion for storytelling, especially when it comes to the St. Louis Cardinals, has played a role in shaping his diverse career. Being a St. Louis Cardinals devotee isn’t just a hobby for him—it’s part of who he is.