The pre-Valentine's Day edition features visits from two of Sing Out's favorite singers: Berkeley native Destani Wolf returns home and shares an unreleased live song (recorded at NYC's Bitter End), and singer-songwriter Dirk Hamilton performs live...
| Artist | Song | Album | Label | Year | ||
| City Folk | "Not Impressed" | In Another's Eyes | City Folk | 2009 | 10:02 | 8:04 |
| Red Molly | "May I Suggest" | Love and Other Tragedies | Red Molly | 2008 | 10:12 | 3:33 |
| Destani Wolf | "Today I Sing the Blues" | (live at Bitter End NYC) | unreleased | 2008 | 10:20 | 5:25 |
| Dirk Hamilton | "Hardball in the Holy Land" | More Songs from My Cool Life | Acoustic Rock | 2009 | 10:30 | 5:01 |
| Dirk Hamilton | "When Good Men Do Nothing" | live in KPFA studio | ? | 2010 | 10:38 | 4:45 |
| Dirk Hamilton | "Rich Man Blues" | live in KPFA studio | ? | 2010 | 10:45 | 4:20 |
| Dirk Hamilton | "Coming to Light" | live in KPFA studio | ? | 2010 | 10:55 | 4:30 |
| Dirk Hamilton | "Time to Close" | More Songs from My Cool Life | Acoustic Rock | 2009 | 11:02 | 4:28 |
| Wailin' Jennys | "Summertime" | Live at the Mauch Chunk Opera House | Red House | 2009 | 11:07 | 2:44 |
| Joaquin Diaz | "Autentico Merengue" | Merengue Alegre | Arhoolie | 2002 | 11:12 | 4:48 |
| "Nina Simone" | "I Got It Bad" | Sings Duke Ellington | Colpix | 1962 | 11:17 | 4:06 |
| Red Molly | "Keep Your Lamp Trimmed and Burning" | Love and Other Tragedies | Red Molly | 2008 | 11:20 | 3:18 |
| Mance Lipscomb | "Texas Blues" | Best of Mance Lipscomb | Arhoolie | 2009 | 11:24 | 4:04 |
| City Folk | "In Another's Eyes" | In Another's Eyes | City Folk | 2009 | 11:34 | 6:24 |
| Hanneke Cassel | "Blackberry Festival Footrace/For Reals" | For Reasons Unseen | Cassel | 2009 | 11:41 | 3:54 |
| Dave Alvin & The Guilty Women | "Downey Girl" | Dave Alvin & The Guilty Women | Yep Rock | 2009 | 11:47 | 5:08 |
| Los Cenzontles, David Hidalgo & Taj Mahal | "Solo Quiero Bailar" | American Horizon | Los Cenzontles | 2009 | 11:52 | 6:49 |
