| 1 | iTunes Originals | Sarah McLachlan | 0:04 |
| 2 | Adia | Sarah McLachlan | 4:02 |
| 3 | Writing the First Song | Sarah McLachlan | 1:14 |
| 4 | Out of the Shadows | Sarah McLachlan | 4:58 |
| 5 | The First Song That Made Me Feel Good About Being a Song Writer | Sarah McLachlan | 1:17 |
| 6 | Ben’s Song | Sarah McLachlan | 4:52 |
| 7 | A Pivotal Change and a Lesson Learned | Sarah McLachlan | 2:27 |
| 8 | The Path of Thorns (Terms) | Sarah McLachlan | 5:45 |
| 9 | A Stalker Song | Sarah McLachlan | 2:11 |
| 10 | Possession (iTunes Originals version) | Sarah McLachlan | 4:29 |
| 11 | A Tragic Love Story | Sarah McLachlan | 0:50 |
| 12 | Hold On | Sarah McLachlan | 4:08 |
| 13 | Letting Go | Sarah McLachlan | 1:36 |
| 14 | Ice Cream (iTunes Originals version) | Sarah McLachlan | 2:30 |
| 15 | There’s No Mathematical Equation | Sarah McLachlan | 0:50 |
| 16 | Building a Mystery | Sarah McLachlan | 4:06 |
| 17 | Angel Emmylou | Sarah McLachlan | 1:57 |
| 18 | Angel (live at Lilith Fair) | Sarah McLachlan with Emmylou Harris | 5:55 |
| 19 | The First Step Towards Self‐Reinvention | Sarah McLachlan | 1:26 |
| 20 | Fallen (iTunes Originals version) | Sarah McLachlan | 3:32 |
| 21 | The First Truly Happy Love Song | Sarah McLachlan | 1:46 |
| 22 | Push (iTunes Originals version) | Sarah McLachlan | 3:54 |
| 23 | Another Afterthought | Sarah McLachlan | 1:07 |
| 24 | Dirty Little Secret (iTunes Originals version) | Sarah McLachlan | 3:26 |