| Picture Cards | Blaze Foley & the Beaver Valley Boys | 4:13 | |
| Katie | Fred Eaglesmith | 3:42 | |
| East Indian Princess | Loudon Wainwright III | 2:56 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Things Ain't What They Used to Be (And Probably Never Was) | Larry Jon Wilson | 2:59 | |
| Josie | Kris Kristofferson | 3:11 | |
| Far From Home | Western Centuries | 3:52 | |
| Lincoln Town | John Hiatt | 4:03 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| Stars | Fred Eaglesmith | 3:16 | |
| I Must Be Somebody Else You've Known | The International Submarine Band | 2:20 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| Sadder Day | Western Centuries | 4:30 | |
| Folsom Prison Blues / That's All Right | The International Submarine Band | 4:23 | |
| Why You Been Gone So Long, Pt. 1 | Mickey Newbury | 3:28 | |
| All American Singer | Zephaniah OHora | 3:57 | |
| 911 | Ramsay Midwood | 4:26 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| Unlock more with Songs Like X Pro |
| Sharon Rae | Johnny Paycheck | 2:34 | |
| Barroom Girls | Gillian Welch | 4:13 | |
| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | |
| Catfish | Danny O'Keefe | 2:14 | |
| Don't You Know I'm from Here | Brennen Leigh | 4:22 | |
| Smokey Put the Sweat On Me | Kris Kristofferson | 3:08 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| London Homesick Blues (Home With the Armadillo) | Gary P. Nunn | 6:03 | |
| Drink Up And Go Home | Jerry Garcia, David Grisman | 3:41 | |
| TVA | Drive-By Truckers | 6:56 | |
| Big Mouth USA | Jim Ford | 3:13 | |
| Irene | Ian Noe | 3:53 | |
| Come Early Mornin’ | Buddy Miller, Jill Andrews | 2:33 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Hog Of The Forsaken | Michael Hurley | 3:35 | |
| Northeast Texas Women | Willis Alan Ramsey | 5:51 | |
| Mohawk River | Ramsay Midwood | 4:09 | |
| An Old Greyhound | Hoyt Axton | 2:54 | |
| Highway Call | Dickey Betts | 4:26 | |
| Heaven's Toll | Ramsay Midwood | 3:02 | |
| Afraid | Ted Hawkins | 4:36 | |
| Muskrat Love (Muskrat Candlelight) | Willis Alan Ramsey | 3:23 | |
| Rock Salt & Nails | J.D. Crowe & The New South | 3:05 | |
| Alcohol And Pills | Fred Eaglesmith | 3:58 | |
| Love In My Time | Steve Young | 2:14 | |
| Don't Make Me Explain It | Ted Hawkins | 2:37 | |
| Cosmic Cowboy, Pt. 1 | Michael Martin Murphey | 3:57 | |
| Chicago | Ramsay Midwood | 4:50 | |
