| Table For One | Courtney Marie Andrews | 3:59 | |
| Goin' back to Harlan (Aka Appalachian Dream) | Kate & Anna McGarrigle | 4:57 | |
| Rosie | Tom Waits | 4:02 | |
| When I Was Young | Otis Gibbs | 3:21 | |
| 33rd of August / When the Baby in My Lady Gets the Blues | Mickey Newbury | 9:06 | |
| What's So Funny 'Bout Peace, Love and Understanding? | Nick Lowe | 4:03 | |
| Hickory Wind | The Byrds | 3:31 | |
| No Train to Stockholm | Lee Hazlewood | 2:24 | |
| You Never Wanted Me | Jackson C. Frank | 3:07 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Linda Paloma | Jackson Browne | 4:06 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Frisco Depot | Mickey Newbury | 3:44 | |
| New York Is My Home | Dion, Paul Simon | 4:31 | |
| Four Strong Winds - 2016 Remaster | Neil Young | 4:05 | |
| A Simple Thing as Love | John Hartford | 2:53 | |
| You Win Again | Paul Brady | 3:48 | |
| The Juarez Device (aka Texican Badman) | Terry Allen | 1:22 | |
| This Old House | Crosby, Stills, Nash & Young | 4:49 | |
| I Should Have Said | Bap Kennedy | 3:17 | |
| Lately I've Let Things Slide | Nick Lowe | 3:06 | |
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| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Honey (I Miss You) | Tammy Wynette | 4:13 | |
| Bells Of Harlem | Dave Rawlings Machine | 4:07 | |
| July 12, 1939 | Charlie Rich | 4:30 | |
| Burning the Ballroom Down | Amazing Rhythm Aces | 5:18 | |
| Home - 2008 Remaster | Bonnie Raitt | 3:28 | |
| Wild Roses | Kimmie Rhodes | 3:06 | |
| The Wolfman of Del Rio | Terry Allen | 5:38 | |
| Both Sides Now | Dave Van Ronk | 5:14 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| I'm In Love With You | Steve Forbert | 4:45 | |
| Drinking With A Friend | Doug Paisley | 4:18 | |
| Only a Fool Breaks His Own Heart | Nick Lowe | 3:39 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Where No One Else Will Find It | Daniel Romano | 2:40 | |
| Blue River | Eric Andersen | 4:45 | |
| Stranger in the House (with Elvis Costello) | George Jones, Elvis Costello | 3:36 | |
| Percy's Song | Fairport Convention | 6:52 | |
| California Bloodlines | John Stewart | 3:08 | |
| Some Day Soon | Ian & Sylvia | 2:21 | |
| Early Mornin' Rain | Gordon Lightfoot | 3:08 | |
| Don't Come Rollin | Dillard & Clark | 2:50 | |
| One Step | David Wiffen | 2:34 | |
| In A Misty Morning | Gene Clark | 4:56 | |
| The American Dreamer | Gene Clark | 1:54 | |
| Today I Started Loving You Again | Sammi Smith | 3:27 | |
