| I Think Too Much of You | The Flatlanders | 2:12 | ||
| I Am a Pilgrim | The Byrds | 3:39 | ||
| Only a Rose | Geraint Watkins | 3:44 | ||
| The Trip | Dave Rawlings Machine | 10:55 | ||
| You Never Can Tell (with The Cheap Dates) - Live at the Troubadour | Harry Dean Stanton, The Cheap Dates | 3:39 | ||
| New Paint | Loudon Wainwright III | 3:00 | ||
| Do It | Jesse Winchester | 1:27 | ||
| Higher Ground | Iris DeMent | 3:34 | ||
| Going To San Diego | Allen Ginsberg | 4:16 | ||
| Jerusalem Tomorrow | David Olney | 5:09 | ||
| Cortez Sail | Terry Allen | 6:10 | ||
| If We Never Meet Again This Side of Heaven | Leon Redbone | 3:17 | ||
| Dirty Old Town | Ewan MacColl | 2:53 | ||
| Amen | Jolie Holland | 3:32 | ||
| I Am a Weary and a Lonesome Traveller | Barbara Dane and the Chambers Brothers | 4:17 | ||
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | ||
| Bhagavan Decreed | The Flatlanders | 3:00 | ||
| I Will Not Go Down Under the Ground (Let Me Die in My Footsteps) | Happy Traum with Bob Dylan | 3:41 | ||
| I'm the Loneliest Man I Ever Met | Kinky Friedman | 2:48 | ||
| Jungle Lullaby | C.W. Stoneking | 4:46 | ||
| The Last Kind Words | David Johansen, Larry Saltzman | 4:10 | ||
| Unlock more with Songs Like X Pro | ||||
| El Corrido de Jesse James | Ry Cooder | 4:14 | ||
| Shadow of the Moon | The Flatlanders | 2:52 | ||
| Hasten Down the Wind | Warren Zevon | 2:32 | ||
| The Bramble and the Rose | Barbara Keith | 2:55 | ||
| Adios Maria | The Cactus Blossoms | 4:09 | ||
| Unrequited to the Nth Degree | Loudon Wainwright III, Kate McGarrigle | 3:15 | ||
| Brother Is Gone | Ry Cooder | 5:03 | ||
| Powderfinger | Cowboy Junkies | 5:45 | ||
| Cancion Mixteca | Harry Dean Stanton | 2:42 | ||
| Tattler | Ry Cooder | 4:19 | ||
| Old Paint | Loudon Wainwright III | 3:48 | ||
| Long Ago | Dan Reeder | 3:20 | ||
| Ohio River Boat Song | Will Oldham | 3:44 | ||
| No Depression In Heaven | The Carter Family | 2:53 | ||
| Wind Blown Waltz | Giant Sand | 3:21 | ||
| Just a Heart | Hurray For The Riff Raff | 3:34 | ||
| My Old Drunk Friend | Freakwater | 3:33 | ||
| Me and my uncle | Mike Wilhelm | 3:19 | ||
| Manhattan Island Serenade | Leon Russell | 3:25 | ||
| Do Right Woman | The Flying Burrito Brothers | 3:57 | ||
| 30 Century Man | Scott Walker | 1:26 | ||
| The American Dreamer | Gene Clark | 1:54 | ||
| Ingrid Bergman | Billy Bragg, Wilco | 1:50 | ||
| City Vs. Country | Jonathan Richman | 2:34 | ||
| Dallas | Jimmie Dale Gilmore, The Flatlanders | 2:48 | ||
| I Drink | Mary Gauthier | 4:30 | ||
| The Lady Came From Baltimore | Scott Walker | 1:57 | ||
| Trouble | Yusuf / Cat Stevens | 2:52 | ||
