Answer
The answer is "Autumn in New York," a romantic drama released in 2000. In this movie, Anthony LaPaglia plays the role of John, a terminally ill man who forms a brief but meaningful relationship with Charlotte Fielding (Winona Ryder), the daughter of Richard Gere's character, Will Keane. LaPaglia's portrayal of John showcases his ability to convey complex emotions while sharing the screen with renowned actors like Gere and Ryder.