| Folsom Prison Blues / That's All Right | The International Submarine Band | 4:23 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| Big City | Merle Haggard | 2:59 | |
| Sad Songs and Waltzes | Cody Johnson, Willie Nelson | 3:32 | |
| New Delhi Freight Train | Terry Allen | 7:28 | |
| New Madrid | Uncle Tupelo | 3:31 | |
| Creosote | Son Volt | 4:12 | |
| Cowboys Are Frequently Secretly Fond Of Each Other | Orville Peck, Willie Nelson | 3:38 | |
| Marie | Townes Van Zandt, Willie Nelson | 4:59 | |
| The Buck Starts Here | Robbie Fulks | 3:44 | |
| Songbird | Eric Clapton, Willie Nelson | 2:55 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| That's the Way Love Goes | Merle Haggard | 3:01 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Back on the Corner | John Hiatt | 3:52 | |
| Remember Me (When the Candle Lights Are Gleaming) | Willie Nelson | 2:50 | |
| Smokey Joe's Cafe | Loudon Wainwright III | 2:31 | |
| Piss & Moan Blues | The Gourds | 3:17 | |
| Shine, Shave, Shower (It's Saturday) | Lefty Frizzell | 2:35 | |
| I Hear Them All | Old Crow Medicine Show | 3:03 | |
| Lay Me Down (with Willie Nelson) | Loretta Lynn, Willie Nelson | 2:50 | |
| Unlock more with Songs Like X Pro |
| Sister's Coming Home / Down at the Corner Beer Joint | Willie Nelson | 3:46 | |
| Daddy Had A Buick | Robert Earl Keen | 2:55 | |
| Fought the Blues and Won | The Deslondes, Riley Downing | 3:29 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| 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 | |
| Guitar Man | Jerry Reed | 2:27 | |
| Oui (a French Song) | Terry Allen | 2:21 | |
| Steel Guitar | Danny O'Keefe | 4:05 | |
| Spotlight | David Allan Coe | 3:06 | |
| How Can I Miss You When You Won't Go Away | Dan Hicks & His Hot Licks | 2:39 | |
| Screen Door | Uncle Tupelo | 2:42 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Who Will the Next Fool Be | Charlie Rich | 2:23 | |
| The Maker | Willie Nelson | 5:08 | |
| Move It On Over | Hank Williams | 2:46 | |
| Don't Come Home A-Drinkin' (With Lovin' On Your Mind) | Loretta Lynn | 2:06 | |
| This Morning I Am Born Again | Slaid Cleaves | 3:56 | |
| The Shape I'm In - Remastered 2000 | The Band, Todd Rundgren | 4:00 | |
| Cosmic Cowboy, Pt. 1 | Michael Martin Murphey | 3:57 | |
| I Never Cared For You | Willie Nelson | 2:18 | |
| You're Crazy For Taking The Bus | Jonathan Richman | 2:31 | |
| Strange Conversation | Ted Hawkins | 4:21 | |
| California Song | Ted Hawkins | 4:06 | |
| Why Don't You Love Me | Hank Williams, Drifting Cowboys | 2:26 | |
| It'll Shine When It Shines | The Ozark Mountain Daredevils | 3:38 | |
| Folsom Prison Blues | Merle Haggard & The Strangers | 2:47 | |
| The Moon Is High (And So Am I) | Roger Miller | 1:56 | |
| Mohair Sam | Charlie Rich | 2:11 | |
