| # | Title | Artist | Length |
|---|
| 1 | iTunes Originals | Lee Ann Womack | 0:06 |
| 2 | He Oughta Know That by Now- additional recording engineer:
- Julie Brakey, Jesse Chrisman, Jason Gantt, Sara Lesher and Erik Lutkins
- assistant recording engineer:
- David Bryant
- recording engineer:
- Julian King
- miscellaneous support:
- Ann Callis (task: production coordination)
- producer:
- Byron Gallimore
- mixer:
- Greg Droman
- additionally recorded at:
- Essential Sound in Houston, Texas, United States and Sound Kitchen in Franklin, Tennessee, United States
- recorded at:
- Blackbird Studio in Nashville, Tennessee, United States and Ocean Way Nashville in Nashville, Tennessee, United States
- mixed at:
- The Sound Kitchen in Franklin, Tennessee, United States
- recording of:
- He Oughta Know That by Now
- writer:
- Clint Ingersoll and Jeremy Spillman
| Lee Ann Womack | 3:41 |
| 3 | The First 17 Years of My Life (Interview) | Lee Ann Womack | 1:20 |
| 4 | Am I the Only Thing That You’ve Done Wrong | Lee Ann Womack | 3:48 |
| 5 | A Really Cool Way to Launch My Career (Interview) | Lee Ann Womack | 1:48 |
| 6 | Never Again, Again (iTunes Originals version) | Lee Ann Womack | 3:34 |
| 7 | It’ll Be Your First #1 (Interview) | Lee Ann Womack | 0:40 |
| 8 | The Fool (iTunes Originals version) | Lee Ann Womack | 3:48 |
| 9 | One for the Girls (Interview) | Lee Ann Womack | 0:33 |
| 10 | I’ll Think of a Reason Later (iTunes Originals version) | Lee Ann Womack | 2:55 |
| 11 | This Time It Was Personal (Interview) | Lee Ann Womack | 1:16 |
| 12 | I Hope You Dance (iTunes Originals version) | Lee Ann Womack | 3:45 |
| 13 | I Love Great Melodies (Interview) | Lee Ann Womack | 0:22 |
| 14 | Does My Ring Burn Your Finger | Lee Ann Womack | 3:28 |
| 15 | A Very, Very Good Person (Interview) | Lee Ann Womack | 0:51 |
| 16 | Mendocino Country Line | Willie Nelson with Lee Ann Womack | 4:32 |
| 17 | You Better Sit Down (Interview) | Lee Ann Womack | 0:57 |
| 18 | I May Hate Myself in the Morning (iTunes Originals version) | Lee Ann Womack | 3:11 |
| 19 | Pasty in Blue (Interview) | Lee Ann Womack | 0:35 |
| 20 | She’s Got You (iTunes Originals version) | Lee Ann Womack | 4:33 |
| 21 | Get a Key and Cut It (Interview) | Lee Ann Womack | 0:26 |
| 22 | Someone I Used to Know (non-album version) | Lee Ann Womack | 2:26 |
| 23 | I Intend to Have More Fun (Interview) | Lee Ann Womack | 0:56 |
| 24 | Something Worth Leaving Behind- additional recording engineer:
- Todd Gunnerson
- assistant recording engineer:
- Chad Brown, David Bryant, Brian Graben and Leslie Richter
- recording engineer and mixer:
- Greg Droman
- producer:
- Lee Ann Womack and Mark Wright
- acoustic guitar:
- B. James Lowry and Randy Scruggs
- banjo and mandolin:
- Bryan Sutton
- bass guitar:
- Michael Rhodes
- classical guitar [gut string guitar]:
- Brent Mason
- drums (drum set):
- Shannon Forrest
- electric guitar:
- Kenny Greenberg, Brent Mason and Brent Rowan
- fiddle:
- Aubrey Haynie
- Hammond organ [B-3] and synthesizer:
- Steve Nathan
- percussion:
- Eric Darken
- piano:
- Chuck Leavell and Steve Nathan
- steel guitar:
- Paul Franklin
- strings:
- Nashville String Machine
- tiple:
- Brent Rowan
- background vocals:
- Bob Bailey, Lisa Cochran, Kim Fleming, Vicki Hampton, MaraBeth Jordan, Kim Keys, Gene Miller, Chris Rodriguez, Keith Sewell and Bergen White
- strings arranger:
- David Campbell
- additionally recorded at:
- House of Gain Studios in Nashville, Tennessee, United States and Javelina Studios in Nashville, Tennessee, United States
- recorded at and mixed at:
- The Sound Kitchen Studios in Franklin, Tennessee, United States
- recording of:
- Something Worth Leaving Behind
- writer:
- Brett Beavers and Tom Douglas
- publisher:
- Sony/ATV Songs LLC (from 2001 to present)
| Lee Ann Womack | 3:48 |
