After Roberto Benigni's acceptance speech the previous year, "The 72 Annual Academy Awards" would be hard-pressed to equal it. Still, I liked that the first Oscar ceremony of the 21st century (assuming that we start the 21st century in the year 2000) gave "American Beauty" Best Picture. Like "The Graduate" in 1967 - when, incidentally, my parents were as old as I was in 1999 - it presented a totally new approach to how cinema looks at things. Other such movies in 1999 were "Election", "The Blair Witch Project", "The Sixth Sense" and "Being John Malkovich".
As for the rest of the program, I thought that the most interesting part was the look back at the 20th century (I remember that it included a scene from "Yellow Submarine"). And Hilary Swank's win for "Boys Don't Cry" was also well-deserved (Hilary Swank and Annette Bening were both nominated again five years later, and Swank won again).