| Tears | Pure Prairie League | 2:43 | ||
| You Ain't Goin' Nowhere | Bob Dylan, The Band | 2:42 | ||
| We Can't Make It Here | James McMurtry | 7:06 | ||
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | ||
| Traveling Alone | Tift Merritt | 4:44 | ||
| Oh Soul | Mary Gauthier | 5:26 | ||
| When I Get to Heaven | John Prine | 3:42 | ||
| Forgotten Coast | James McMurtry | 3:34 | ||
| Roll Um Easy | Little Feat | 2:31 | ||
| Little Ramona (Gone Hillbilly Nuts) | BR549 | 3:23 | ||
| Tequila Sheila | Bobby Bare | 4:10 | ||
| Frightened By The Sound | Justin Townes Earle | 3:45 | ||
| Guadalupe | Gretchen Peters | 5:39 | ||
| Where I Come From | Patty Griffin | 4:44 | ||
| Fading Memory | Eilen Jewell | 3:43 | ||
| Love Me Like A Song | Kimmie Rhodes | 3:40 | ||
| Bear Creek Blues | John Prine | 4:45 | ||
| Buckets of Rain - Live | Neko Case | 2:48 | ||
| Thunderbird | John Hiatt | 4:04 | ||
| Carryin' on This Way | Dale Watson | 3:46 | ||
| Knockin' on Your Screen Door | John Prine | 2:19 | ||
| Unlock more with Songs Like X Pro | ||||
| Second Cup of Coffee | Gordon Lightfoot | 3:03 | ||
| Oklahoma Hills - Remastered | Arlo Guthrie | 3:27 | ||
| Let's Leave This Town | Chip Taylor, Carrie Rodriguez | 3:23 | ||
| Taking a Walk | John Prine | 6:09 | ||
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | ||
| Race Among the Ruins | Gordon Lightfoot | 3:18 | ||
| Wilder Than Her | Fred Eaglesmith | 4:54 | ||
| Oh, Lonesome Me | Loggins & Messina | 2:49 | ||
| Marlene | John Hiatt | 3:01 | ||
| Dim Lights, Thick Smoke, And Loud, Loud Music (feat. Amanda Shires) | John Prine, Amanda Shires | 2:58 | ||
| Mama's Eyes | Justin Townes Earle | 2:18 | ||
| Sixteen Angels Dancing 'Cross the Moon | Chip Taylor, John Prine | 3:18 | ||
| Why You Been Gone so Long | Jessi Colter | 3:05 | ||
| Espiritu Santo Bay | Kimmie Rhodes | 5:03 | ||
| Love Has No Pride - 2008 Remaster | Bonnie Raitt | 3:48 | ||
| Alabama Rain | Jim Croce | 2:14 | ||
| She Is My Everything | John Prine | 4:25 | ||
| Bob | Drive-By Truckers | 2:15 | ||
| I'm Gonna Be A Country Girl Again | Buffy Sainte-Marie | 2:59 | ||
| Two More Bottles Of Wine | Delbert McClinton | 3:01 | ||
| Wide River To Cross | Levon Helm | 4:51 | ||
| By The Rio Grande | Tish Hinojosa | 3:35 | ||
| I Love It When She Lies | Greg Trooper | 3:32 | ||
| Walk Between The Raindrops | James McMurtry | 3:24 | ||
| Broke Down | Slaid Cleaves | 3:10 | ||
| We Reserve The Right To Refuse Service To You | Kinky Friedman | 4:06 | ||
| Willie And The Hand Jive | Levon Helm | 3:01 | ||
| Just Say She's A Rhymer | Mary Gauthier | 4:17 | ||
