| Artist | Song | Album | Label | Year | ||
| Kris Delmhorst | Waiting the Waves | Songs for a Hurricane | Signature Sound | 2003 | 8:00 | 3:38 |
| Buddy and Julie Miller | Chalk | Written in Chalk | New West | 2009 | 8:04 | 3:30 |
| Neil Young | Hey, Hey, My, My, Into the Blue | Rust Never Sleeps | Reprise | 1979 | 8:08 | 3:40 |
| Robert Earl Keen | Flying Shoes | The Rose Hotel | Lost Highway | 2009 | 8:12 | 3:50 |
| Ricki Lee Jones | The Gospel of Carlos, Norman and Smith | Balm in Gilead | Fantasy | 2009 | 8:18 | 4:00 |
| Teddy Thompson | Shine So Bright | Separate Ways | Verve | 2005 | 8:22 | 2:56 |
| Smokey Robinson | The Tracks of My Tears | The Best of | Motown | 1973 | 8:25 | 2:54 |
| Laurie Lewis | Here Today | demo | 2009 | 8:29 | 5:00 | |
| Dave Alvin and the Guilty Women | Potters Field | Dave Alvin and the Guilty Women | Yep Roc | 2009 | 8:34 | 3:42 |
| Nick Lowe | Between Dark and Dawn | The Convincer | Yep Roc | 2001 | 8:38 | 2:31 |
| Jeb Lloyd Nichols | Days Are Mighty | Days Are Mighty | Compass | 2008 | 8:40 | 2:40 |
| Chris Smithers | Time Stands Still | Time Stands Still | Signature Sounds | 2009 | 8:43 | 3:40 |
| Fleet Foxes | Mykonos | Sun Giant | Sub Pop | 2009 | 8:48 | 4:20 |
| Wilco | What Light | Sky Blue Sky | Noneshuch | 2008 | 8:53 | 3:42 |
| Avett Brothers | i and Love and You | I and Love and Love | American | 2009 | 8:56 | 4:50 |
| The Band | This Wheel's on Fire | Music from Big Pink | Capitol | 1967 | 9:01 | 3:13 |
| Steve Earle with Emmy Lou Harris | I Remember You | Jerusalem | Artimis | 2002 | 9:04 | 2:52 |
| The Staples Singers | You Got to Earn It | The Best of | Stax | 1986 | 9:08 | 3:29 |
| Rolling Stones | Get Off My Cloud | Hot Rocks Vol. 1 | London | 1966 | 9:15 | 2:57 |
| Elvis Costello | Complicated Shadows | Secret, Profane and Sugarcane | Hear Music | 2009 | 9:18 | 2:34 |
| A J Roach | Grandaddy | Dogwood Winter | New Folkstar | 2003 | 9:20 | 3:30 |
| Robert Earl Keen | Village Inn Motel | Rose Hotel | Lost Highway | 2009 | 9:23 | 3:50 |
| Ricki Lee Jones | Wild Girl | Balm in Gilean | Fantasy | 2009 | 9:29 | 4:16 |
| Greg Brown | Summer Evening | Dream City | Red House | 2009 | 9:34 | 3:30 |
| Randy Newman | Marie | Lonely at the Top | Warner Bros | 1987 | 9:37 | 3:08 |
| Adele | Make You Feel My Love | 19 | XL | 2008 | 9:42 | 3:38 |
| Harry Nilsson | Without You | All Time Greatest Hits | BMG Music | 1989 | 9:44 | 3:18 |
| Lyle Lovett | Sun and Moon and Stars | Natural Forces | Curb | 2009 | 9:55 | 4:14 |
Playlist: The Bonnie Simmons Show for October 9, 2009 - 8:00pm
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