| 1.1 | Time of the Preacher | Willie Nelson | 2:29 |
| 1.2 | Blue Eyes Crying in the Rain | Willie Nelson | 2:21 |
| 1.3 | If You’ve Got the Money I’ve Got the Time | Willie Nelson | 2:06 |
| 1.4 | Uncloudy Day | Willie Nelson, Sammi Smith, Doug Sahm, Dee Moeller | 4:42 |
| 1.5 | Always Late (With Your Kisses) | Willie Nelson | 2:26 |
| 1.6 | Georgia on My Mind | Willie Nelson | 4:20 |
| 1.7 | Blue Skies | Willie Nelson | 3:34 |
| 1.8 | Whiskey River | Willie Nelson | 3:33 |
| 1.9 | Stay a Little Longer | Willie Nelson | 3:25 |
| 1.10 | Mr. Record Man | Willie Nelson | 2:02 |
| 1.11 | Loving Her Was Easier (Than Anything I’ll Ever Do Again) | Willie Nelson | 5:51 |
| 1.12 | Mammas Don’t Let Your Babies Grow Up to Be Cowboys | Willie Nelson | 3:29 |
| 1.13 | My Heroes Have Always Been Cowboys | Willie Nelson | 3:05 |
| 1.14 | It’s Not Supposed to Be That Way | Willie Nelson | 3:23 |
| 1.15 | On the Road Again | Willie Nelson | 2:35 |
| 1.16 | Angel Flying Too Close to the Ground | Willie Nelson | 4:26 |
| 1.17 | Mona Lisa | Willie Nelson, Freddie Powers | 2:33 |
| 1.18 | Always on My Mind | Willie Nelson | 3:33 |
| 1.19 | Last Thing I Needed First Thing This Morning | Willie Nelson | 4:20 |
| 1.20 | The Party’s Over | Willie Nelson | 2:49 |
| 2.1 | Summertime | Willie Nelson with Leon Russell | 2:29 |
| 2.2 | Faded Love | Willie Nelson with Ray Price | 3:50 |
| 2.3 | Night Life | Willie Nelson with Ray Price | 4:05 |
| 2.4 | Pancho and Lefty | Merle Haggard, Willie Nelson, Bobby Wood, Johnny Christopher | 4:48 |
| 2.5 | Old Friends | Roger Miller, Willie Nelson, Ray Price, Toni Wine | 3:08 |
| 2.6 | In the Jailhouse Now | Willie Nelson, Webb Pierce | 2:09 |
| 2.7 | Everything’s Beautiful (in Its Own Way) | Willie Nelson with Dolly Parton | 3:16 |
| 2.8 | Take It to the Limit | Waylon Jennings, Willie Nelson, David Allan Coe, Gary Talley, Toni Wine, Chips Moman, Johnny Christopher, Lisa Silver, Sherilyn Huffman | 3:50 |
| 2.9 | To All the Girls I’ve Loved Before | Willie Nelson with Julio Iglesias | 3:33 |
| 2.10 | How Do You Feel About Foolin’ Around | Willie Nelson with Kris Kristofferson | 2:46 |
| 2.11 | Seven Spanish Angels | Ray Charles, Willie Nelson, Louis Nunley, Hurshel Wiginton, Lisa Silver, Diane Tidwell | 3:51 |
| 2.12 | Hello Walls | Willie Nelson with Faron Young | 2:32 |
| 2.13 | I’m Movin’ On | Willie Nelson, Hank Snow | 2:45 |
| 2.14 | Highwayman | Johnny Cash, Paul Davis, Waylon Jennings, Kris Kristofferson, Willie Nelson, Johnny Rodriguez, Chips Moman | 3:03 |
| 2.15 | Slow Movin’ Outlaw | Willie Nelson with Lacy J. Dalton | 3:34 |
| 2.16 | Are There Any More Real Cowboys | Neil Young, Willie Nelson | 3:03 |
| 2.17 | They All Went to Mexico | Willie Nelson with Carlos Santana | 4:47 |
| 2.18 | Half a Man | Willie Nelson with George Jones | 3:05 |
| 2.19 | Texas on a Saturday Night | Willie Nelson with Mel Tillis | 2:41 |
| 2.20 | Heartland | Willie Nelson with Bob Dylan | 4:31 |
| 3.1 | Nobody Slides, My Friend | Willie Nelson | 1:44 |
| 3.2 | Little Old Fashioned Karma | Willie Nelson | 3:20 |
| 3.3 | Harbor Lights | Willie Nelson | 3:49 |
| 3.4 | Without a Song | Willie Nelson | 3:51 |
| 3.5 | Good Time Charlie’s Got the Blues | Willie Nelson | 2:55 |
| 3.6 | City of New Orleans | Willie Nelson, Bobby Wood, Toni Wine, Chips Moman, Andy Black, Rick Yancey, Sherrill Parks | 4:52 |
| 3.7 | Who’ll Buy My Memories | Willie Nelson | 3:33 |
| 3.8 | Write Your Own Songs | Willie Nelson | 3:18 |
| 3.9 | Forgiving You Was Easy | Willie Nelson | 2:49 |
| 3.10 | Me and Paul | Willie Nelson | 2:52 |
| 3.11 | When I Dream | Willie Nelson | 3:31 |
| 3.12 | My Own Peculiar Way | Willie Nelson | 2:55 |
| 3.13 | Living in the Promiseland | Willie Nelson | 3:22 |
| 3.14 | There Is No Easy Way (but There Is a Way) | Willie Nelson | 2:34 |
| 3.15 | Ole Buttermilk Sky | Willie Nelson | 2:51 |
| 3.16 | A Horse Called Music | Willie Nelson | 4:26 |
| 3.17 | Nothing I Can Do About It Now | Willie Nelson | 3:19 |
| 3.18 | Is the Better Part Over | Willie Nelson | 3:32 |
| 3.19 | Ain’t Necessarily So | Willie Nelson | 3:06 |
| 3.20 | Still Is Still Moving to Me | Willie Nelson | 3:30 |