| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| I Want to Be Around | Arlo Guthrie | 2:45 | |
| Going To The Country | Bruce Cockburn | 3:16 | |
| You Can't Get Off With Your Shoes On | Barefoot Jerry | 2:44 | |
| Blue Eyes | The International Submarine Band | 2:51 | |
| Tried So Hard | Iain Matthews | 3:00 | |
| The Learned Man | F. J. McMahon | 2:40 | |
| Kite Woman | JD Souther | 3:06 | |
| Spirit of a Woman | American Flyer | 2:32 | |
| Knee Deep in the Blues | The International Submarine Band | 1:54 | |
| Millwakee Bucks | SauceddUp5ye, Cowboy | 2:16 | |
| Married Man's a Fool | Ry Cooder | 3:14 | |
| Don't Push (Midnight Cowboy Mix) | Picasso's Trigger, Wilt, Cowboy | 3:48 | |
| Somebody Turned on the Light | Arlo Guthrie | 3:19 | |
| Bend in the Water | Gordon Lightfoot | 3:00 | |
| Duffel Bag | C.P Da BabyDon, Big Boo, Hi-C, Cowboy | 5:47 | |
| Keep on Sailing | Iain Matthews | 4:41 | |
| When She Don't Need Me | Townes Van Zandt | 3:17 | |
| Do You Know How It Feels to Be Lonesome? | The International Submarine Band | 3:33 | |
| Dlozi lami | Dj Thabithabs, Katlego, Maximum, Cowboy | 6:34 | |
| I'm That Way | Bobby Charles | 4:04 | |
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| Three Hundred Pounds of Hongry | Donnie Fritts | 3:29 | |
| Jack Daniels Old #7 | Heads, Hands and Feet | 3:05 | |
| Can't Go Home | Brewer & Shipley | 2:31 | |
| Let It Rain | Cowboy | 4:44 | |
| Say That You Love Me | Loudon Wainwright III | 2:29 | |
| 912 Greens | Ramblin' Jack Elliott | 7:23 | |
| Propinquity | Iain Matthews | 2:51 | |
| Four Days Gone | Buffalo Springfield | 2:57 | |
| Can't Make Sense | Kevin King, Hustliniz, Legacy, Cowboy | 3:32 | |
| My Old Kentucky Home | Ry Cooder | 1:48 | |
| Oui (a French Song) | Terry Allen | 2:21 | |
| Arkansas | Eggs Over Easy | 4:01 | |
| Waiting For A Train | Boz Scaggs, Duane Allman | 2:41 | |
| B.B. King Medley: Sweet Little Angel/It's My Own Fault/How Blue Can You Get | Hour Glass | 7:11 | |
| Nowhere To Run | Pete Townshend, Ronnie Lane | 3:15 | |
| Something's Wrong | Dillard & Clark | 2:50 | |
| Innocence Song | Cowboy | 1:56 | |
| Razorback Woman | John Stewart | 2:27 | |
| To the Top | CosyTricky P, Cowboy | 3:30 | |
| Sweet Lucy | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 4:06 | |
| Silk Stockings | Ronnie Lane | 1:47 | |
| With Care From Someone | Dillard & Clark | 3:39 | |
| Don't Let The Sunshine Fool Ya' | Townes Van Zandt | 2:25 | |
| Dallas | Jimmie Dale Gilmore, The Flatlanders | 2:48 | |
| Tule's Blues - Remastered | Warren Zevon | 3:35 | |
| Cosmic Cowboy, Pt. 1 | Michael Martin Murphey | 3:57 | |
| It's Time | Cowboy | 4:28 | |
| Under Construction | Jim Ford | 1:41 | |