| Picture Cards Can't Picture You | Blaze Foley | 4:51 | |
| What of Alicia | Terry Allen | 5:03 | |
| Middle Child | Daniel Romano | 3:48 | |
| Dead Flowers | Townes Van Zandt | 4:47 | |
| Rainbows and Ridges | Blaze Foley | 2:15 | |
| I Must Be Somebody Else You've Known | The International Submarine Band | 2:20 | |
| Loving Her Was Easier (Than Anything I'll Ever Do Again) | Kris Kristofferson | 3:48 | |
| Gentle On My Mind | John Hartford | 3:02 | |
| I Just Left Myself | Terry Allen | 2:09 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Dallas | The Flatlanders | 3:01 | |
| If I Could Be the Rain | Rosalie Sorrels | 2:55 | |
| Down At The Dancehall | Kacy & Clayton | 3:22 | |
| Be Here to Love Me | Townes Van Zandt | 2:38 | |
| You Should Have Wrote a Book | Dan Reeder | 2:51 | |
| Bells Of Harlem | Dave Rawlings Machine | 4:07 | |
| Don't Look Back | Jackson C. Frank | 2:57 | |
| White Butte Country | Kacy & Clayton | 3:29 | |
| Throw Another Cap in the Fire | Sam Doores, Riley Downing, The Tumbleweeds | 3:32 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Deja Vu And A Blue Moon | The Deslondes, Riley Downing | 3:46 | |
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| Cortez Sail | Terry Allen | 6:10 | |
| Off This Mountaintop | Ian Noe | 3:32 | |
| Walking | Chris Acker | 4:48 | |
| Let Me Ride in Your Big Cadillac | Blaze Foley | 2:41 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| I'll Let You Pick a Window | Barna Howard | 3:34 | |
| You Never Wanted Me | Jackson C. Frank | 3:07 | |
| Stay Down, Man | Dan Reeder | 1:54 | |
| Gallows Pole | Willie Watson | 4:06 | |
| I'm Ahead If I Can Quit While I'm Behind | Jim Ford | 2:50 | |
| Braver Newer World | Jimmie Dale Gilmore | 5:00 | |
| Working on a Song | Todd Snider | 3:08 | |
| Green Grows the Laurel | Kacy & Clayton | 4:38 | |
| Never A Forced Smile | Daniel Romano | 4:04 | |
| Tonight I Think I'm Gonna Go Downtown | Jimmie Dale Gilmore | 2:54 | |
| Tumble in the Wind (Version 2) | Jackson C. Frank | 3:07 | |
| You'll Never Surf Again | Dan Reeder | 2:42 | |
| Old Shoes | Tom Waits | 4:25 | |
| Faded Loves and Memories | Blaze Foley | 2:13 | |
| I'm Gone | Sundown Songs | 3:49 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| I'm A One Woman Man | Steve Young | 2:13 | |
| Let The Mermaids Flirt With Me | Mississippi John Hurt | 3:21 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Come Back Baby | Dave Van Ronk | 3:49 | |
| Hog Of The Forsaken | Michael Hurley | 3:35 | |
| Poncho & Lefty | Townes Van Zandt | 3:40 | |
| He Was A Friend Of Mine | Dave Van Ronk | 3:30 | |