| State Line | The Delines | 3:25 | ||
| Wind and Sand | Eric Andersen | 4:28 | ||
| Winter Winds Blow | Mickey Newbury | 5:05 | ||
| Over You | T Bone Burnett | 2:20 | ||
| Goodnight Irene | Kelly Joe Phelps | 5:39 | ||
| Both Sides Now | Dave Van Ronk | 5:14 | ||
| Everybody's Hurting | Jakob Dylan | 3:40 | ||
| I'm Not Gonna Cry | Loudon Wainwright III | 2:06 | ||
| Say Grace | Sam Baker | 4:19 | ||
| Airplane | David Rawlings | 4:44 | ||
| Eastern Light (feat. Sam Beam) | Tift Merritt, Sam Beam | 4:34 | ||
| Drifter's Escape | Patti Smith | 3:20 | ||
| Mama You've Been On My Mind / A Fraction of Last Thoughts on Woody Guthrie | Jack Johnson | 4:21 | ||
| If I Could Only Fly | Blaze Foley | 4:04 | ||
| I'm a Mess | Nick Lowe | 3:10 | ||
| Simple Man | Graham Nash | 2:18 | ||
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | ||
| Do La Lay | Jesse Winchester | 1:53 | ||
| Post To Wire | Richmond Fontaine | 2:13 | ||
| Don't Cry A Tear | Lyle Lovett | 4:48 | ||
| Terms of My Surrender | John Hiatt | 3:29 | ||
| Unlock more with Songs Like X Pro | ||||
| Down on the Lower East Side | Justin Townes Earle | 3:06 | ||
| Last Man On Earth | Loudon Wainwright III | 5:01 | ||
| Lakes of Pontchartrain | The Be Good Tanyas | 4:39 | ||
| Angel Dream (No. 2) | Tom Petty and the Heartbreakers | 2:27 | ||
| Borderline | Eliza Gilkyson | 2:42 | ||
| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | ||
| Rocky World | Daniel Lanois | 2:55 | ||
| Holy Rollers For Love | Jakob Dylan | 3:55 | ||
| Restless Farewell | Mark Knopfler | 5:51 | ||
| Talk to Me of Mendocino | Kate & Anna McGarrigle | 3:10 | ||
| Take The Long Way | Po' Girl, C.R. Avery | 5:32 | ||
| Tell Me Again | Ron Sexsmith | 2:36 | ||
| Versatile Heart | Linda Thompson | 3:25 | ||
| Failed Christian | Nick Lowe | 3:56 | ||
| Rainy Night In Georgia | Hem | 4:30 | ||
| Spanish Moss | Jackson C. Frank | 4:30 | ||
| Green, Green Rocky Road | Dave Van Ronk | 3:42 | ||
| Next Door Down | Stacey Earle | 4:35 | ||
| Biloxi | Jesse Winchester | 3:19 | ||
| Ladder Of Success | Ted Hawkins | 3:26 | ||
| Choked Up | Whiskeytown | 3:08 | ||
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | ||
| Down In The Bowery | Alejandro Escovedo | 4:17 | ||
| Long Time Ago | Golden Smog | 2:58 | ||
| Any Time At All | T Bone Burnett | 3:02 | ||
| If I Were A Carpenter | Tim Hardin | 2:41 | ||
| Tower Of Song | Martha Wainwright | 3:44 | ||
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | ||
