| December, 1999 | Jolie Holland | 3:36 | ||
| Bones Of Song | Josh Ritter | 5:30 | ||
| Dreams in the Hollow | Jesca Hoop | 5:14 | ||
| Soldier | Angus & Julia Stone | 3:39 | ||
| The Knife | Great Lake Swimmers | 4:23 | ||
| Melt Your Heart | Jenny Lewis, The Watson Twins | 2:52 | ||
| You're the One I Love (feat. Fiona Apple) | Sara Watkins, Fiona Apple | 1:45 | ||
| Coyote | Jenny Owen Youngs | 3:14 | ||
| Our Socks Forever More | This Is The Kit | 3:52 | ||
| One May Die So Lonely | Jaymay | 3:37 | ||
| Red Letter Year | Ani DiFranco | 4:17 | ||
| Slow Revolution | Alexi Murdoch | 5:55 | ||
| Plea for a Good Night's Rest | Devon Sproule | 3:58 | ||
| It's Not Happening | The Be Good Tanyas | 2:41 | ||
| Paris or Amsterdam | Basia Bulat | 3:05 | ||
| Our Own Pretty Ways | First Aid Kit | 3:27 | ||
| Raggedy Man | Haley Bonar | 2:11 | ||
| Put a Penny in the Slot | Fionn Regan | 3:59 | ||
| You Won't Find Me | Amelia Curran | 3:23 | ||
| Everything is in Line | My Brightest Diamond | 4:31 | ||
| Wreckage | Jolie Holland | 2:50 | ||
| Unlock more with Songs Like X Pro | ||||
| Waltz for Richard | First Aid Kit | 2:49 | ||
| If It Rains | Basia Bulat | 2:33 | ||
| Concrete Heart | Great Lake Swimmers | 3:31 | ||
| You'd Rather Run | Jaymay | 9:51 | ||
| Hands on a Grain of Sand | Amelia Curran | 3:48 | ||
| Before You Go | Sarah Jaffe | 3:24 | ||
| Black Stars | Jolie Holland | 4:54 | ||
| Where I Thought I Met the Angels | The Tallest Man On Earth | 4:30 | ||
| Josefin | First Aid Kit | 3:31 | ||
| That Knot Unties? | David Karsten Daniels | 5:34 | ||
| Hard to Change | Meg Hutchinson | 3:22 | ||
| In the Light | Pieta Brown, Calexico | 3:20 | ||
| Baby | Martha Wainwright | 3:56 | ||
| The House That Jack Built | Jesca Hoop | 4:13 | ||
| Rumpshaker | Sera Cahoone | 2:54 | ||
| Give Back My Heart | The Adam Brown, Basia Bulat | 3:46 | ||
| Have You Forgotten | Jenny Owen Youngs | 5:37 | ||
| Dark Turn of Mind | Gillian Welch | 4:07 | ||
| Wondering How | Pieta Brown | 3:06 | ||
| The Garden | Basia Bulat | 3:17 | ||
| Stay All Night | Joan Shelley | 3:04 | ||
| You Had Time | Ani DiFranco | 5:49 | ||
| September Fields - Acoustic Hidden Track | Frazey Ford | 3:33 | ||
| Born to Hum | Erin McKeown | 2:10 | ||
| Song for the Painter | Lost In The Trees | 3:20 | ||
| Genius Next Door | Regina Spektor | 5:05 | ||
| The Ring | Sarah Harmer | 3:09 | ||
| Uniform Grey | Sarah Harmer | 3:43 | ||
