As 21 músicas que compõem o álbum sãos as seguintes:
Aqui está uma pequena lista das músicas que Olivia Rodrigo & Matt Cornett poderia decidir cantar que incluirá o álbum do qual ele desenhou cada música:
- The Medley, The Mashup
- Out of the Old by Olivia Rodrigo
- When There Was Me And You by Joshua Bassett
- Truth, Justice and Songs in Our Key
- Role of a Lifetime by Kate Reinders
- Just For a Moment by Olivia Rodrigo & Joshua Bassett
- We're All in This Together
- Wondering
- Born to Be Brave
- Wondering by Olivia Rodrigo & Julia Lester
- Bop to the Top
- All I Want
- Out of the Old
- I Think I Kinda, You Know
- Start of Something New
- Breaking Free
- Get'cha Head in the Game
- A Billion Sorrys
- Role of a Lifetime
- Stick to the Status Quo
- Just for a Moment