| I Lie When I Drink | Dale Watson | 3:07 | |
| Best of All Possible Worlds | Kris Kristofferson | 2:58 | |
| Fishin' Blues | Taj Mahal | 3:04 | |
| Paper Cowboy | Margo Price | 6:15 | |
| Josie | Kris Kristofferson | 3:11 | |
| The Hobo Song | Old & In The Way | 4:57 | |
| Down to Seeds and Stems Again | Bill Kirchen | 4:02 | |
| Take it Out Back | Chuck Brodsky | 3:10 | |
| I Push Right Over | Robbie Fulks | 2:19 | |
| Just Because | Jorma Kaukonen | 4:12 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Omaha | Waylon Jennings | 2:38 | |
| Big Cheeseburgers and Good French Fries | Blaze Foley | 2:29 | |
| Little Willie the Gambler | Townes Van Zandt | 3:45 | |
| Stay a Little Longer | Bob Wills & His Texas Playboys | 2:21 | |
| Poison Love | Doug Sahm | 4:21 | |
| Keep It Clean | Willie Watson | 3:35 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| Wishing All These Things Were New | Merle Haggard | 3:20 | |
| Fit to Kill and Going Out In Style | Billy Joe Shaver | 2:48 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
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| Old and in the Way | Old & In The Way | 2:57 | |
| Shine, Shave, Shower (It's Saturday) | Lefty Frizzell | 2:35 | |
| The Ballad of Dale and Ray | Dale Watson, Ray Benson | 3:45 | |
| Hold On I | Chris Smither | 4:03 | |
| Rain & Snow | Del McCoury | 3:28 | |
| All Downhill | Lyle Lovett | 3:29 | |
| Sick, Sober and Sorry (with Johnny Bond) | Lefty Frizzell, Johnny Bond | 2:33 | |
| Gold Dust Woman - Remastered | Waylon Jennings | 4:00 | |
| Stagger Mountain Tragedy | Kris Kristofferson | 2:53 | |
| On and On | Old & In The Way | 3:21 | |
| Methadone Blues | Elizabeth Cook | 3:43 | |
| Northeast Texas Women | Willis Alan Ramsey | 5:51 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Ophelia | Gibson Brothers | 2:37 | |
| Stay All Night (Stay A Little Longer) | Bob Wills, Texas Playboys | 3:06 | |
| Two Highways | Alison Krauss & Union Station | 3:33 | |
| That High Lonesome Sound | The Nashville Bluegrass Band | 3:11 | |
| Pick Me Up On Your Way Down | Jimmie Dale Gilmore | 3:00 | |
| Made In The Shade | Red Stick Ramblers | 2:31 | |
| Cosmic Cowboy, Pt. 1 | Michael Martin Murphey | 3:57 | |
| Summer Wages | J.D. Crowe & The New South | 4:29 | |
| Highway Cafe | Kinky Friedman | 3:39 | |
| Loser's Cocktail | Dick Curless | 2:32 | |
| Home - Single Version | Roger Miller | 1:45 | |
| Tear My Stillhouse Down | The Nashville Bluegrass Band | 2:32 | |
| Little Ole Wine Drinker Me | Merle Haggard & The Strangers | 2:38 | |
| Rain Just Falls | Jimmie Dale Gilmore | 3:49 | |
| High On A Mountain | Hot Rize | 3:06 | |
