| The Whole Night Sky | Bruce Cockburn | 3:54 | ||
| The Time I've Wasted | Lori McKenna | 3:33 | ||
| The Long Road | Cliff Eberhardt | 5:50 | ||
| Whispering Pines | Dar Williams | 4:00 | ||
| Half A Million Angels | Colin Hay | 4:03 | ||
| Every Little Kiss | Bruce Hornsby and the Range | 5:48 | ||
| Alexandra Leaving | Sharon Robinson | 5:06 | ||
| Hummingbird | Seals and Crofts | 4:33 | ||
| Blue River | Eric Andersen | 4:45 | ||
| Johnny Has Gone For A Soldier | Traditional, Mark O'Connor, James Taylor, Russ Barenberg, Eddie Bayers, Glenn Worf, John Barlow Jarvis | 2:55 | ||
| Do You Know? | Pieta Brown, Amos Lee | 3:01 | ||
| We May Never Pass This Way (Again) | Seals and Crofts | 4:18 | ||
| Love Will Win the War | Darden Smith | 3:54 | ||
| Mexico (with James Taylor) | Crosby, Stills & Nash, James Taylor | 3:08 | ||
| When You Need Me - Studio Outtake - 1987 | Bruce Springsteen | 2:54 | ||
| The Lonely One | Dave Mason | 4:47 | ||
| Back Home Again | John Denver | 4:45 | ||
| I Hope That I Don't Fall in Love with You | Hootie & The Blowfish | 2:58 | ||
| Vagabond | Eddi Reader | 4:10 | ||
| This Shirt | Mary Chapin Carpenter | 5:02 | ||
| Lonely No More | Bap Kennedy | 3:06 | ||
| Unlock more with Songs Like X Pro | ||||
| Feeling of Beauty | Tift Merritt | 4:01 | ||
| Late for Your Life | Mary Chapin Carpenter | 5:35 | ||
| I Turn to My Guitar | Jesse Winchester | 4:01 | ||
| Make A Change | Ruth Moody | 4:40 | ||
| You've Got a Friend (Live) (with James Taylor) | Carole King, James Taylor | 6:25 | ||
| I Should Have Said | Bap Kennedy | 3:17 | ||
| Windward Away | Julie Fowlis, Mary Chapin Carpenter | 4:21 | ||
| Blue Car | Greg Brown | 4:11 | ||
| Jubilee | Mary Chapin Carpenter | 4:36 | ||
| Love the One You're With | Crosby, Stills & Nash | 3:04 | ||
| Invisible | Burton Cummings | 3:31 | ||
| Driving Home | Cheryl Wheeler | 4:50 | ||
| The Thread | Art Garfunkel | 4:18 | ||
| Kathy’s Song - Live | Sarah Jarosz | 3:29 | ||
| There Is a Tree | Carrie Newcomer | 4:30 | ||
| Night Rider's Lament | Suzy Bogguss | 4:02 | ||
| Wildberry Pie | David Wilcox | 3:09 | ||
| Stones in the River | Carrie Newcomer | 3:42 | ||
| Good Friends | Livingston Taylor | 3:00 | ||
| Don't Try So Hard | Amy Grant, James Taylor | 3:44 | ||
| Beloved | Minnie Driver | 5:07 | ||
| Geodes | Carrie Newcomer | 3:24 | ||
| I've Loved You Before | Melissa Etheridge | 4:16 | ||
| Speed Of Sound Of Loneliness | Amos Lee | 3:45 | ||
| Seattle | Mark Knopfler | 4:16 | ||
| All The Right Reasons | The Jayhawks | 3:24 | ||
| New Years Day | Mary Chapin Carpenter | 4:55 | ||
| Speaking With The Angel | Cry Cry Cry | 4:01 | ||
