Sydney James Harcourt
Appearances: 1Shows: 1Latest: Aug 20, 2026
Latest appearance: Aug 20, 2026 on Jimmy Kimmel Live! →
Sydney James Harcourt is an actor and singer recognized for his work on stage and screen. He is known for his performances in Broadway productions and has appeared in various television and film projects.
All appearances
Jimmy Kimmel Live! (1)
Sydney James Harcourt discusses Cats: The Jellicle Ball, including its Harlem ballroom setting, the representational work he wanted to make and the show’s surprising Broadway run.

Interview
Sydney James Harcourt on Being Rosie O’Donnell’s Crush, CATS: The Jellicle Ball & Being in Playgirl
Sydney James Harcourt discusses starring as Rum Tum Tugger in Cats: The Jellicle Ball, explaining how its Harlem ballroom setting and house-music production matched the kind of representational theater he wanted to make. He also reflects on the show’s unexpected closing despite sold-out performances.

Desk Segment
Rosie O’Donnell Thanks Trump, Has a Kid Who’s Smarter Than Her & 3-Year-Old Leona Sings Let It Go
Rosie O’Donnell jokes about returning to network television, Donald Trump and her crush on Sydney James Harcourt, while recalling her role in A League of Their Own. She also discusses the new professional women’s baseball league and its timing amid current events.

Monologue
Rosie O’Donnell Sings a Song for Donald Trump
Rosie O’Donnell delivers a comic monologue about leaving Jimmy Kimmel Live!, politics and her flirtatious admiration for Broadway performer Sydney James Harcourt.