| # | Title | Artist | Rating | Length |
|---|
| 1 | Prologue | Waylon Jennings | | 3:36 |
| 2 | Childhood: Littlefield (Chapter One) | Waylon Jennings | | 2:09 |
| 3 | Texas: You’ll Never Take the Texas Out of Me (Chapter Two) | Waylon Jennings | 3 | 2:56 |
| 4 | First Love: You Went Out With Rock and Roll (Chapter Three) | Waylon Jennings | | 2:20 |
| 5 | Chapter Four - Lost Love: A Love Song (I Can’t Sing Anymore) | Waylon Jennings | | 2:37 |
| 6 | Nashville: If Ole Hank Could Only See Us Now (Chapter Five) | Waylon Jennings | 3 | 2:52 |
| 7 | Crazies: Rough and Rowdy Days (Chapter Six) | Waylon Jennings | | 2:33 |
| 8 | Drugs: I’m Living Proof (There’s Life After You) (Chapter Seven) | Waylon Jennings | | 3:15 |
| 9 | Jessi: You Deserve the Stars in My Crown (Chapter Eight) | Waylon Jennings | | 2:43 |
| 10 | Reflections: Turn It All Around (Chapter Nine) | Waylon Jennings | | 2:24 |
| 11 | The Beginning: Where Do We Go From Here (Chapter Ten) | Waylon Jennings | | 4:50 |
| 12 | Trouble Man | Waylon Jennings | | 3:15 |
| 13 | Grapes on the Vine | Waylon Jennings | | 2:57 |
| 14 | Which Way Do I Go (Now That I’m Gone) | Waylon Jennings | | 3:09 |
| 15 | Yoyos, Bozos, Bimbos & Heroes | Waylon Jennings | | 3:07 |
| 16 | It Goes With the Territory | Waylon Jennings | | 3:44 |
| 17 | How Much Is It Worth to Live in L.A.? | Waylon Jennings | | 2:53 |
| 18 | Hey Willie | Waylon Jennings | | 2:00 |
| 19 | You Put the Soul in the Song | Waylon Jennings | | 3:32 |
| 20 | G.I. Joe | Waylon Jennings | | 2:55 |
| 21 | Woman I Hate It | Waylon Jennings | | 4:35 |
| 22 | Somewhere Between Ragged & Right | John Anderson & Waylon Jennings | 4 | 3:21 |