| Don't Look Back | Jackson C. Frank | 2:57 | |
| Shackles and Chains | Dan Reeder | 2:16 | |
| Writing on Rocks Across the U.S.A. | Terry Allen | 2:50 | |
| Mexican Cowboy | Willie Watson | 3:53 | |
| Every Day Dirt | The Doc Watson Family | 2:08 | |
| Same Blood as Mine | The Deslondes | 3:28 | |
| Cindy | Frank Proffitt | 2:16 | |
| Betty and Dupree | Tia Blake | 3:29 | |
| FFA | Terry Allen | 1:11 | |
| Border Lord | Kris Kristofferson | 3:37 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| Harold Wilson | Fred Eaglesmith | 4:46 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| I Know You Really Love Me | Danny O'Keefe | 0:59 | |
| Fat Boy | Blaze Foley | 2:58 | |
| Oklahoma Hills - Remastered | Arlo Guthrie | 3:27 | |
| Ain't the Reaping Ever Done | Eddie Noack | 2:50 | |
| They Killed John Henry | Justin Townes Earle | 2:46 | |
| Rise and Fall | Nick Hans | 3:54 | |
| Fat Boy | Blaze Foley | 2:37 | |
| The Train Carrying Jimmy Rodgers Home | Greg Brown | 3:24 | |
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| Johnny Cash | Fred Eaglesmith | 3:20 | |
| Blues in Heaven | Sam Doores, Riley Downing, The Tumbleweeds | 5:02 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Little Maggie | Barbara Dane | 2:09 | |
| The Dying Cowboy | Cisco Houston | 3:03 | |
| Still Feeling Blue - 2002 Remaster | Gram Parsons | 2:43 | |
| I'm so Lonesome I Could Cry | Steve Young | 3:31 | |
| You've Never Seen Me Cry | The Flatlanders | 2:17 | |
| No Goodwill Stores in Waikiki | Blaze Foley | 3:16 | |
| Low Down & Lonesome | Sam Doores, Riley Downing, The Tumbleweeds | 2:03 | |
| Dogwood | Terry Allen | 4:31 | |
| Looks Like I'm Up Shit Creek Again | Tom Waits | 3:03 | |
| How Much I've Lied - 2002 Remaster | Gram Parsons | 2:29 | |
| A Fine Colour | Kassi Valazza | 5:14 | |
| My Reasons Why | Blaze Foley | 2:28 | |
| Pretty Daughter | Bad Livers | 2:36 | |
| The Road Back Home | F. J. McMahon | 3:16 | |
| I Drink Beer | Dan Reeder | 2:53 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | |
| Bhagavan Decreed | Jimmie Dale Gilmore, The Flatlanders | 2:48 | |
| Peace & Happiness | Ted Hawkins | 2:32 | |
| Mohawk River | Ramsay Midwood | 4:09 | |
| Where Have All The Average People Gone - Single Version | Roger Miller | 3:01 | |
| Feed My Monkey | Ramsay Midwood | 3:18 | |
| That's How Strong My Love Is | Steve Young | 3:41 | |
| Long Journey | Michael Hurley | 2:51 | |
| Randall Collins | Norman Blake | 1:55 | |