I think Lipinski's 1996-97 LP was better than her Olympic one, but they're honestly like the same program. I can't really differentiate it apart from the costume and the music. Both had the same uplifting quality. I much prefer the music of Little Women to that of Anastasia, but I think Anastasia was better choreographed and had more excitement. Either way, her programs really worked for her as it showed off how much more polished she got compared to her junior roller skater on ice days where she was seriously clunky as hell. She grew so much in terms of smoothness, basic skating, finishing her lines, adding moves to show she had some stretch and polish, and still looking like herself and showing off that sort of freedom of flying in her skating.
One thing that helped create the Tara v. Michelle wars was that their skating was so different and for many who were happy to have an alternative to Kwan, one thing they said was that Kwan seemed so rehearsed and tight compared to free flowing Tara who skated as if she was having a blast. It didn't help that Salome and Taj Mahal were two heavily-costumed programs and pretty dramatic and heavy. I think that's one reason I love her Winter exhibition from 1997 Worlds so much. Kwan choreographed it herself and was skating as herself and it showed off all of her best strengths while giving off that freedom of flying quality people love to see in skating.
I get why Lori decided to go with Lyra the following year to allow Kwan a chance to show herself off, which people would fall in love with by 2002, but I think her Rach SP was the best "compromise" of dramatic but moving away from the heavy costume programs that sort of hid Kwan as a person.