
HCJ — One of 15 Best Musicians-Turned-Actors, Ranked
After gaining an appreciation for music from his parents, Harry Connick Jr. earned a reputation for his jazz standards thanks to his self-titled debut album from 1987, followed by "20," his first album with vocals from 1988. But as 1990 rolled around, Connick started to dabble in acting. While also embarking on a two-year world tour with his music, he made his onscreen debut that year in World War II drama "Memphis Belle." In 1992, he debuted on the beloved sitcom "Cheers" as Woody's talented cousin who falls in love with Rebecca. By 1998, he would land his first starring role in "Hope Floats" opposite Sandra Bullock.
Connick's acting career has spanned across many genres. From rom-com "P.S. I Love You" to one of the most rewatchable sci-fi movies of all time, "The Iron Giant." He also made an animated Christmas special based on his song "The Happy Elf" and had a memorable run on "Will & Grace" as Grace's ex-husband Dr. Leo Markus. The singer continues to show a wide range as an actor today.