| One Of The Best Ones | Bruce Cockburn | 6:57 | |
| A Long Time Ago | Jim Croce | 2:21 | |
| The Urge for Going | Mary Black | 5:23 | |
| 2 Dollar Shoes | Rosie Thomas | 3:10 | |
| The Lonely One | Dave Mason | 4:47 | |
| The Irish Girl | Lúnasa, Mary Chapin Carpenter | 4:58 | |
| We May Never Pass This Way (Again) | Seals and Crofts | 4:18 | |
| All The Ways I Want You | Bruce Cockburn | 4:18 | |
| Missin' You | Little Feat | 2:21 | |
| Wasted on the Way - 2005 Remaster | Crosby, Stills & Nash | 2:51 | |
| Close the Door Lightly When You Go | Richard Barone, Allison Moorer | 3:48 | |
| My Traveling Star | James Taylor | 3:53 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Where the Beauty Is | Mary Chapin Carpenter | 3:51 | |
| One Step at a Time | Cheryl Wheeler | 3:23 | |
| I'll Play for You | Seals and Crofts | 4:05 | |
| Shame on the Moon | Rodney Crowell | 4:40 | |
| My Heaven | Mary Chapin Carpenter | 5:53 | |
| You've Got a Friend (Live) (with James Taylor) | Carole King, James Taylor | 6:25 | |
| Takin' It to the Streets | The Doobie Brothers, James Taylor | 3:51 | |
| My Love Will Keep | Adrienne Young | 4:20 | |
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| Follow The Money (feat. James Taylor) | Buddy Guy, James Taylor | 3:42 | |
| Long Way | Antje Duvekot | 6:07 | |
| Light As a Fire | The Stray Birds | 3:26 | |
| Grow Old With Me | Mary Chapin Carpenter | 3:21 | |
| Only One | James Taylor | 4:20 | |
| May The Road Rise To Meet You | Roger McGuinn | 3:58 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| You Turn Me On, I'm a Radio - Acoustic | Aoife O'Donovan | 3:21 | |
| Sanibel | Crosby, Stills, Nash & Young | 4:20 | |
| Might As Well Dance | Patty Larkin | 3:20 | |
| We Could Pretend | Ruth Moody | 4:35 | |
| Every Little Bit of It | Carrie Newcomer | 4:26 | |
| Lonely Street | Bap Kennedy | 4:16 | |
| Whispering Pines | Dar Williams | 4:00 | |
| Dream Lover | The Manhattan Transfer, James Taylor | 4:53 | |
| Let Me Down Easy | Chris Isaak | 4:08 | |
| Down On My Luck | Sinéad Lohan | 2:56 | |
| What To Keep And What To Throw Away | Mary Chapin Carpenter | 4:33 | |
| Before and After | Carrie Newcomer | 4:33 | |
| Coming Back To You | Here It Is, James Taylor | 3:40 | |
| Smackwater Jack - Live At The Troubadour / 2007 | Carole King, James Taylor | 5:25 | |
| I Have A Need For Solitude | Mary Chapin Carpenter | 3:43 | |
| How Did You Find Me Here | David Wilcox | 3:12 | |
| Night Rider's Lament | Suzy Bogguss | 4:02 | |
| Farther To Fall | David Wilcox | 3:55 | |
| Memphis | Cry Cry Cry | 4:55 | |
| I'm So Happy I Can't Stop Crying | Sting | 3:57 | |
| Goin' Gone | Kathy Mattea | 4:28 | |