| Old Before Your Time (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:03 | |
| Caledonia, My Love | Hiss Golden Messenger | 3:00 | |
| In My Time of Need | Ryan Adams | 5:38 | |
| Mama You've Been On My Mind / A Fraction of Last Thoughts on Woody Guthrie | Jack Johnson | 4:21 | |
| White Gardenias | Justin Townes Earle | 2:38 | |
| Something Less Than Something More | Caitlin Cary, Thad Cockrell | 5:08 | |
| Cracked Windshield | Hiss Golden Messenger | 5:07 | |
| Don't Wake the Scarecrow | The Felice Brothers | 4:56 | |
| After the Damage | Patterson Hood | 4:34 | |
| Rise Up with Fists!! | Jenny Lewis, The Watson Twins | 3:38 | |
| Back to the Wild | Langhorne Slim | 2:23 | |
| Second Option | Caitlin Cary, Thad Cockrell | 3:15 | |
| Ain't Too Good at Losing | Dylan LeBlanc | 4:10 | |
| Wake Up Time | Tom Petty | 5:19 | |
| We Don't Live Here Anymore | Jakob Dylan | 4:23 | |
| American Hearts | A.A. Bondy | 4:16 | |
| Chicago Promenade | Jason Isbell | 3:23 | |
| Hurricane Party | James McMurtry | 5:56 | |
| That Ain't Love | David Ramirez | 3:20 | |
| Not Your Lover | Blitzen Trapper | 2:50 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| Unlock more with Songs Like X Pro |
| Sweet Lil' gal (23rd/1st) | Ryan Adams | 3:38 | |
| Shelter | Ray LaMontagne | 4:36 | |
| Copperstown | The Felice Brothers | 6:13 | |
| Westward Ho | Richmond Fontaine | 2:33 | |
| Call It What You Will | Joe Pug | 2:56 | |
| Murder in the City | The Avett Brothers | 3:12 | |
| Boots Boy | Langhorne Slim | 3:23 | |
| Detroit or Buffalo | Amanda Shires | 4:08 | |
| No One Knows Nothing Anymore | Billy Bragg | 4:31 | |
| If You've Gotta Go, Go Now - Bonus Track | J. Tillman | 3:45 | |
| Creeps Like Me | Lyle Lovett | 2:14 | |
| Sweet Thing - 2006 Remaster | The Waterboys | 7:12 | |
| Every Little Word | Sera Cahoone | 3:26 | |
| Thanks for Nothing | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 3:44 | |
| You Got to Me | James McMurtry | 5:23 | |
| The Weight of Lies | The Avett Brothers | 4:29 | |
| Wildfire | Watchhouse | 5:29 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| No Hard Feelings | The Avett Brothers | 5:14 | |
| Card Shark | The New Basement Tapes | 2:35 | |
| Touch, Feel & Lose | Ryan Adams | 4:15 | |
| Sunspot Stopwatch | Pete Droge | 4:21 | |
| Strawberry Wine | Ryan Adams | 7:58 | |
| Walk On | John Hiatt | 5:11 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Made Up My Mind | David Gray | 3:43 | |
| Jacksonville Skyline | Whiskeytown | 3:00 | |
| It's A Wonderful Lie | Paul Westerberg | 2:47 | |
