Sierra Gregory

Sierra Gregory is a Sophomore (Grade 10) at Canby High School. She loves acting and is very creative. She is new to Drama Club and she was very nervous when she walked in. She is friends with Lauren Rogers.

Freaky Freshmen
In Chapter 9: Cougar Clubs, she is first seen walking into the Drama Room looking very nervous when Lauren walks up to her and tries to welcome her to the group. Sierra is still nervous, but she finds out that she has nothing to be nervous about when the group talks about the Fall Play High School Musical which is a play she loves. She then watches the cast of the play perform what they had gotten done so far.

In Chapter 11: Getting My Way, she is seen in the Drama Classroom with the group talking about the Call-Back list for High School Musical. She compliments everyone on their performance for what they showed her the previous weekend when they met. After school, she is seen with the group walking up to Lizzy after it's revealed Sierra got the part of Sharpay Evans-the part Lizzy wanted-even though she didn't even audition.

In Chapter 16: Fighting Passion, she is seen again in the Drama Room with the rest of the group when Lizzy mentions the role of Gabriella should go to Lindsay. Sierra later votes after school with the rest of the cast and they all decide the roles of Gabriella and Troy belong to Lindsay and Jared.

In Chapter 21: Something's Gotta Give (Part 1), there apparently is a rematch competition between Lindsay and Lauren for the role of Gabriella Montez in the Fall Play Production when Jimmy mentions a change taking place. Before this was established, Jimmy wasn't very specific about what he meant yet, leaving Sierra and Brandon confused and Sierra to be concerned she would no longer be playing her own role as Sharpay.

In Chapter 22: Something's Gotta Give (Part 2), she is seen again in the auditorium for rehearsal with the others and the competition between Lauren and Lindsay for the role takes place. After Brandon tells Jimmy he's happy with the part he got as Chad Danforth, Sierra agrees with him, saying she's also happy with the part she got. She also said although she's never been in a play before this, she's very excited to see how this turns out. She later asks Jimmy who would be going first in the competition before it starts.