| Like a Rolling Stone | Flatt & Scruggs | 2:46 | |
| Wild Bill Jones | Charlie Parr | 2:56 | |
| Katie | Fred Eaglesmith | 3:42 | |
| Stoned Faces Don't Lie | Doug Sahm | 4:41 | |
| Cry for Freedom | The Flatlanders | 4:16 | |
| Cocktails for Three | Terry Allen | 2:57 | |
| Lower 9 Valentine | Esther Rose | 2:46 | |
| Right Where I Belong | The Flatlanders | 4:06 | |
| Betty Oshawa | Fred Eaglesmith | 3:34 | |
| Please | The Sons of Rainier | 2:25 | |
| A Good Woman's Love | Hank Locklin | 2:19 | |
| Yup | David Rawlings | 4:33 | |
| Arlene | The Handsome Family | 3:37 | |
| Down In the Flood | Flatt & Scruggs | 2:17 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| My Rough and Rowdy Ways | Jimmie Rodgers | 2:31 | |
| Just About Time | The Flatlanders | 3:49 | |
| The Fugitive's Lament | The Delmore Brothers | 2:43 | |
| Ain't the Reaping Ever Done | Eddie Noack | 2:50 | |
| I Know You Really Love Me | Danny O'Keefe | 0:59 | |
| No Goodwill Stores in Waikiki | Blaze Foley & the Beaver Valley Boys | 3:10 | |
| Unlock more with Songs Like X Pro |
| Back to My Old Molehill | The Flatlanders | 3:21 | |
| Samson And Delilah (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 3:03 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| The Road Back Home | F. J. McMahon | 3:16 | |
| How's About You | Dave Rawlings Machine | 3:54 | |
| Willy the Wandering Gypsy and Me | Billy Joe Shaver | 2:29 | |
| Travelers Paradise | The Cactus Blossoms | 2:58 | |
| The Juarez Device (aka Texican Badman) | Terry Allen | 1:22 | |
| I Am a Pilgrim | The Byrds | 3:39 | |
| Folsom Prison Blues / That's All Right | The International Submarine Band | 4:23 | |
| At The Crossroads | Doug Sahm | 2:09 | |
| Last Cigarette | Paul Clayton | 2:03 | |
| Boy Howdy, Hot Dog! | Willi Carlisle | 3:18 | |
| Blue Railroad Train | Geoff & Maria Muldaur | 3:01 | |
| Stay a Little Longer | Bob Wills & His Texas Playboys | 2:21 | |
| What Are Those Things (With Big Black Wings) - 1995 Box Set Version | Roger Miller | 2:10 | |
| Poor Boy, Long Ways From Home | Mississippi John Hurt | 2:14 | |
| I've Been A Long Time Leavin' (But I'll Be A Long Time Gone) - Single Version | Roger Miller | 2:13 | |
| Sweet Lucy | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 4:06 | |
| Spinnin' On This Rock | Ramsay Midwood | 4:30 | |
| Travelin' Man | Dick Curless | 2:15 | |
| Gallo del Cielo | Tom Russell | 6:32 | |
| She Had Everything | Jimmie Dale Gilmore, The Flatlanders | 2:10 | |
| When The Fields Are White With Daisies | Norman Blake | 2:48 | |
| So You Say | Michael Hurley | 3:25 | |
| West Texas Waltz | Joe Ely | 4:55 | |
| The Moon Is High (And So Am I) | Roger Miller | 1:56 | |
| 5'll Getcha Ten | Cowboy | 4:56 | |
