Do You Remember ‘You’ Star Penn Badgley on ‘The Young and the Restless’?

Fans of You, which returns to Netflix today for its fifth and final season, likely know Penn Badgley from his first TV star turn as Dan Humphrey, a very sensitive (and very un-Joe Goldberg-like) Brooklyn teen dropped into adolescent high society on 2007’s Gossip Girl. But before he was in an eternal break-up and make-up cycle with Serena van der Woodsen, Badgley got his first major break as Phillip Chancellor IV on The Young and the Restless in 2000.

Born in Baltimore, Maryland, in 1986, East Coast native Badgley moved to Los Angeles at age 11 with his mother following his parents’ divorce. He immediately began pursuing acting work, making his small screen debut on a 1999 episode of Will & Grace. But he landed his first ongoing role at the age of 14, playing Phillip “Chance” Chancellor IV, the son of Y & R‘s Nina Webster (Tricia Cast) and Phillip Chancellor III (Thom Bierdz).