| That Old Flame | Don Henley, Martina McBride | 4:25 | |
| Rhythm Of The Rain | Jesse Winchester | 2:49 | |
| Pretty Girl | Diana Jones | 3:10 | |
| As Close as I Came to Being Right - Acoustic Version | Rhett Miller, Rosanne Cash | 3:36 | |
| Dreaming My Dreams with You | Waylon Jennings | 2:27 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Maybe We'll Just Disappear | Kimmie Rhodes | 3:40 | |
| Love Has No Pride - 2008 Remaster | Bonnie Raitt | 3:48 | |
| Bramble Rose | Don Henley, Mick Jagger, Miranda Lambert | 4:30 | |
| Fading Memory | Eilen Jewell | 3:43 | |
| That's How I Got to Memphis | Bobby Bare | 2:31 | |
| Lonesome River (feat. Rosanne Cash) | Mason Jar Music, Rosanne Cash | 4:43 | |
| The Traveling Kind | Emmylou Harris, Rodney Crowell | 3:40 | |
| 16th Avenue | Lacy J. Dalton | 3:09 | |
| Vertical Expression (of Horizontal Desire) [feat. Freddy Fender] | The Bellamy Brothers, Freddy Fender | 3:40 | |
| Do I Ever Cross Your Mind | Ray Charles, Bonnie Raitt | 4:34 | |
| Dancing the Night Away - Remastered | Amazing Rhythm Aces | 5:40 | |
| Walk Away Renée | Jimmy LaFave | 4:47 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Cotton Jenny | Gordon Lightfoot | 3:24 | |
| I Like Ridin' | Chip Taylor | 2:06 | |
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| Love Hurts - 1973 Live Version | Gram Parsons | 5:36 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Come Tomorrow | Patti Scialfa | 3:53 | |
| Killing the Blues | Chris Smither | 5:49 | |
| The Thirty-third of August | Mickey Newbury | 5:42 | |
| Gentle on My Mind | Billy Bragg, Joe Henry | 3:39 | |
| When Rita Leaves | Delbert McClinton | 4:37 | |
| Trapeze | Patty Griffin | 4:23 | |
| Devil Baby | Mark Knopfler | 4:02 | |
| Words Of A Fool (feat. Jason Isbell) | Barry Gibb, Jason Isbell | 3:47 | |
| You're in My Love | Sinéad Lohan | 3:52 | |
| Girl From The North Country | Rosanne Cash | 3:32 | |
| It's Not You, It's Me | The Little Willies | 2:43 | |
| Wherever I Go | Mark Knopfler, Ruth Moody | 6:24 | |
| Don't It Make My Brown Eyes Blue | Crystal Gayle | 2:37 | |
| She's Lazy | Sinéad Lohan | 2:56 | |
| Broken | Tift Merritt | 3:44 | |
| It's Such A Small World | Rodney Crowell, Rosanne Cash | 3:20 | |
| I Can't Get You Off Of My Mind | Bob Dylan | 2:55 | |
| Half The Way | Crystal Gayle | 4:02 | |
| Bramble Rose | Tift Merritt | 4:30 | |
| The Ballad of Lucy Jordan | Dr. Hook | 3:53 | |
| Tennessee Flat Top Box - Live | Gaither, Rosanne Cash | 3:20 | |
| Miss The Mississippi And You | Rosanne Cash | 3:12 | |
| I Drink | Mary Gauthier | 4:30 | |
| Got You Covered | Blackie & The Rodeo Kings, Rosanne Cash | 3:47 | |
| Lay Back In The Arms Of Someone | Juice Newton | 3:34 | |
| The Killing Fields | Rosanne Cash, John Leventhal | 4:23 | |