| 1 | iTunes Originals | Sheryl Crow | 0:04 |
| 2 | All I Wanna Do | Sheryl Crow | 4:33 |
| 3 | The Road to the First Record | Sheryl Crow | 5:59 |
| 4 | Strong Enough | Sheryl Crow | 3:10 |
| 5 | Meeting Jeff Trott | Sheryl Crow | 0:50 |
| 6 | Can’t Cry Anymore (iTunes Originals version) | Sheryl Crow | 4:20 |
| 7 | One for My Parents | Sheryl Crow | 1:02 |
| 8 | We Do What We Can | Sheryl Crow | 5:38 |
| 9 | It Can’t Be That Bad | Sheryl Crow | 2:23 |
| 10 | If It Makes You Happy (iTunes Originals version) | Sheryl Crow | 3:36 |
| 11 | The Sound of Breaking Hearts | Sheryl Crow | 0:27 |
| 12 | Home | Sheryl Crow | 4:49 |
| 13 | An Introspective Time | Sheryl Crow | 1:50 |
| 14 | My Favorite Mistake | Sheryl Crow | 4:04 |
| 15 | Lightening Up | Sheryl Crow | 1:45 |
| 16 | Soak Up the Sun (iTunes Originals version) | Sheryl Crow | 4:31 |
| 17 | Selling Your Hits | Sheryl Crow | 0:39 |
| 18 | The First Cut Is the Deepest (Country version) | Sheryl Crow | 3:44 |
| 19 | Reflecting on My New Role as a Step Mom | Sheryl Crow | 1:59 |
| 20 | Wildflower | Sheryl Crow | 3:55 |
| 21 | Faced With Facing Yourself | Sheryl Crow | 1:08 |
| 22 | I Know Why (iTunes Originals version) | Sheryl Crow | 4:24 |
| 23 | Along the Way We Got Off Track | Sheryl Crow | 1:07 |
| 24 | Where Has All the Love Gone (iTunes Originals version) | Sheryl Crow | 3:52 |
| 25 | Something to Write About | Sheryl Crow | 0:59 |
| 26 | Good Is Good (iTunes Originals version) | Sheryl Crow | 4:15 |