| What It Takes | Fred Eaglesmith | 3:57 | |
| Sweet Georgia | Malcolm Holcombe | 3:17 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | |
| Fall into the Night | Tom Rush | 3:55 | |
| We Pave the Way | Orkesta Mendoza, Carrie Rodriguez | 3:37 | |
| Heart of Stone | Geraint Watkins | 2:46 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| Memphis In My Mind | Whitney Rose | 2:53 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| Merrimac County | Tom Rush | 2:51 | |
| Ordinary Sunrise | Jay Linden | 3:18 | |
| Always | John Gorka | 3:55 | |
| My Baby's Gone | Carrie Rodriguez | 4:01 | |
| To Get By | Malcolm Holcombe | 4:03 | |
| Hiway 9 | Eliza Gilkyson | 4:17 | |
| River Song | Tom Rush | 3:56 | |
| A Hold On Me | Diana Jones | 4:20 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| My Baby Loves Me | Red Molly | 2:17 | |
| I Love You When It Rains | Kinky Friedman | 3:40 | |
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| If I Needed You | Carrie Rodriguez | 4:16 | |
| I'd Jump the Mississippi | Caleb Klauder, Reeb Willms | 2:51 | |
| Eastern Light (feat. Sam Beam) | Tift Merritt, Sam Beam | 4:34 | |
| Phoned in Dead | Chip Taylor, The New Ukrainians | 3:13 | |
| I'll Say When | Ags Connolly | 3:31 | |
| All Day Rain | Greg Brown | 3:22 | |
| Have You Ever Seen The Rain? | Allison Moorer | 2:43 | |
| Keep It Under Your Hat | Ashley Harding | 3:56 | |
| The Music Is Hot | John Hiatt, Jerry Douglas | 3:45 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| I Still Cry About John Prine | Bryant Tench | 2:33 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| Speakin' of Horses | Chip Taylor | 7:06 | |
| The Thirty-third of August | Mickey Newbury | 5:42 | |
| Kiss Her Once for Me | Delbert McClinton | 4:01 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| Angeline | James McMurtry | 4:04 | |
| Memphis, Texas | Chip Taylor, Carrie Rodriguez | 4:17 | |
| I'm Proud of You (For Loving Me) | Forest Sun | 3:07 | |
| More and More, Less and Less | Delbert McClinton & Glen Clark | 2:53 | |
| Home Is Where The Hurt Is | JP Harris | 3:10 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| You Were There For Me | Peter Rowan, Tony Rice | 3:08 | |
| Is Heaven Good Enough For You | Allison Moorer | 4:43 | |
| Come What May | Colvin & Earle | 3:11 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |
| In A Young Girls Mind | Hoyt Axton | 3:30 | |
| Every River | Kim Richey | 3:59 | |
