| Do It | Jesse Winchester | 1:27 | ||
| How Can a Poor Man Stand Such Times and Live? | Ry Cooder | 2:46 | ||
| The Hula Hula Boys - 2007 Remaster | Warren Zevon | 3:02 | ||
| Out of the Picture - 2015 Remaster | Son Volt | 3:48 | ||
| Northstar Blues | Magnolia Electric Co., Jason Molina | 5:08 | ||
| Fish And Bird | Tom Waits | 3:59 | ||
| What of Alicia | Terry Allen | 5:03 | ||
| After the Rain | Chuck Prophet | 3:35 | ||
| Cover Me With Roses | Jackson C. Frank | 2:31 | ||
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | ||
| Everett Ruess | Dave Alvin | 4:51 | ||
| Hickory Wind | The Byrds | 3:31 | ||
| Don't Wake the Scarecrow | The Felice Brothers | 4:56 | ||
| Lakes of Pontchartrain | The Be Good Tanyas | 4:39 | ||
| Sweet Thing - 2006 Remaster | The Waterboys | 7:12 | ||
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | ||
| We Gon' Boogaloo | C.W. Stoneking | 3:27 | ||
| Leave The City | Magnolia Electric Co., Jason Molina | 4:28 | ||
| Hope I Don't Fall in Love with You | Tom Waits | 5:01 | ||
| Sure to Fall | Valerie June | 2:51 | ||
| Just the Other Side of Nowhere | Kris Kristofferson | 3:36 | ||
| Unlock more with Songs Like X Pro | ||||
| In My Own Dream | Karen Dalton | 4:18 | ||
| Looks Like I'm Up Shit Creek Again | Tom Waits | 3:03 | ||
| Blue and Wonder | Richard Buckner | 3:47 | ||
| Oh Soul | Mary Gauthier | 5:26 | ||
| Traveling Alone | Tift Merritt | 4:44 | ||
| Turn Out My Lights | Justin Townes Earle | 3:32 | ||
| She's Too Good for Me | Warren Zevon | 3:11 | ||
| Mother Earth | Willie Watson | 3:36 | ||
| Look Out Mama | Hurray For The Riff Raff | 3:25 | ||
| Oh Susanna | The Be Good Tanyas | 4:20 | ||
| Looking For A Place To Land | Justin Townes Earle | 3:28 | ||
| The Angels Laid Him Away | Rhiannon Giddens | 2:31 | ||
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | ||
| Frozen Notes | Warren Zevon | 1:42 | ||
| How Long | C.W. Stoneking | 3:13 | ||
| Unfortunately, Anna | Justin Townes Earle | 3:40 | ||
| Black Eye | Uncle Tupelo | 2:19 | ||
| Prison On Route 41 | Calexico, Iron & Wine | 4:10 | ||
| Winter Winds Blow | Mickey Newbury | 5:05 | ||
| Old Shoes | Tom Waits | 4:25 | ||
| Style It Takes | Lou Reed, John Cale | 2:54 | ||
| Sweet Lil' gal (23rd/1st) | Ryan Adams | 3:38 | ||
| Christchurch Woman | Justin Townes Earle | 4:11 | ||
| Richland Woman Blues | Mississippi John Hurt | 4:03 | ||
| Red Balloon | Tim Hardin | 2:33 | ||
| Percy's Song | Fairport Convention | 6:52 | ||
| Cocain | John Martyn | 2:54 | ||
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | ||
