December 31, 2020
- 8:03pm Break My Mind by Linda Ronstadt on The Best Of Linda Ronstadt: The Capitol Years (Capitol)
- 8:06pm Down At The Mill by Greg Brown on Slant 6 Mind (Red House)
- 8:10pm The Hobo Girl by Fruit Bats on The Ruminant Band (Sub Pop)
- 8:13pm Hard Is The Fall II by Jay Farrar on Terroir Blues
- 8:15pm He Don't Deserve You Anymore by Chris and Herb on Bakersfield Bound (P) 1996 (Sugar Hill)
- 8:18pm If I Could Hold You Tonight by The Bodeans on Joe Dirt Car (Rhino/Slash)
- 8:22pm Mosquito Dance by Aaron Lee Kaplan on Dairyland
- 8:26pm To Coupland Lines by Will Johnson & Sarah Jaffe on Big Orange Studios 3/6/2012
- 8:29pm Sleepless Nights by Gram Parsons & The Fallen Angels on Sacred Hearts & Fallen Angels: Gram Parsons Anthology [Disc 2]
- 8:32pm Heaven Knows by The Shouting Matches on Grownass Man
- 8:35pm Over My Shoulder by The Jayhawks on Tomorrow The Green Grass
- 8:39pm River Bends by Tim O'Reagan on Tim O'Reagan (Lost Highway)
- 8:43pm Loser by The Heavy Set on Boats and Bluegrass Presents - The Latsch Sessions Vol. 2
- 8:49pm Stealing Starlight by Reed Foehl on Lucky Enough (Green Mountain Records)
- 8:52pm Worry by The Cerny Brothers on Daytrotter Studio 5/3/2013
- 8:55pm Bluegrass Babes by Chain Station on Backroads
- 8:59pm Hello Milwaukee by Joseph Huber on Tongues Of Fire (Joseph Huber)
- 9:04pm The Rio Grande by Kacy and Clayton on Strange Country (New West Records)
- 9:07pm Coffee and Pills by Andy Hughes on Heartland and Heartache
- 9:09pm Lonely Girls by Lucinda Williams on Essence (Lost Highway)
- 9:14pm Stuff That Works by Guy Clark on Big Light Studio 4/26/2013
- 9:18pm Thou Shalt Not Steal by Kitty Wells on Makin' Believe
- 9:21pm Southern Rain by Cowboy Junkies on The Trinity Session (Sony Legacy)
- 9:26pm Scotch by Tim Kolek on Tim Demos
- 9:29pm I'd Be Waiting by Nathaniel Rateliff and the Night Sweats on Nathaniel Rateliff and the Night Sweats (Stax)
- 9:32pm Borrowed Time by The Yellow-Bellied Sapsuckers on Don't Think About Tomorrow Tonight
- 9:35pm Mean Mistreatin' by John Lee Hooker on Sad And Lonesome (Jewel Records)
- 9:39pm Lost John Dean by The Cactus Blossoms on Live at the Turf Club
- 9:42pm Aimless Night Blues by Gold And The Rush on Daytrotter Studio 2/18/2013
- 9:45pm Bilgewater by Brown Bird on Daytrotter Studio 2/1/2012
- 9:49pm It's Too Late to Call It a Night by Amy Speace on Land Like a Bird
- 9:53pm Wisconsin Water by Horseshoes & Hand Grenades on This Old Town
- 9:58pm The Blues Don't Bother Me by Matt Patershuk on If Wishes Were Horses
- 10:02pm Just Like Overnight by Todd Snider on Cash Cabin Sessions, Vol. 3 [Explicit]
- 10:05pm Lay Down Your Weary Tune by Mary Black on Full Tide
- 10:09pm City and Sur (Willamine) by Jay Farrar and Benjamin Gibbard on One Fast Move Or I'm Gone: Kerouac's Big Sur
- 10:12pm Moths & Rust by Eddie Danger on Mid West Music Fest 2015 Artist Sampler
- 10:16pm Do Right Woman by The Flying Burrito Brothers on Sacred Hearts And Fallen Angels: The Gram Parsons Anthology [Disc 1]
- 10:20pm Anniversary Blue Yodel by Hank Snow on Blues For My Blue Eyes
- 10:23pm Hollowpoint Blues by Shovels & Rope on NoiseTrade Sampler
- 10:26pm Ballad of Tom Hazel by Caitlin Jemma on Old Joy
- 10:30pm Sadie Saturday Nite (revisited) by Jean Caffeine on Sadie Saturday Nite
- 10:34pm Wish It Well by Dead Heart Bloom on Chelsea Diaries
- 10:37pm Jack's Blues by Jack Klatt on Daytrotter Studio 9/23/2014
- 10:40pm Back Into Your World by Son Volt on Straightaways
- 10:44pm Egg & Daughter Nite, Lincoln Nebraska, 1967 (Crazy Bone) by John Prine on The Tree Of Forgiveness
- 10:48pm Only She Knows by Frankie Lee on Stillwater (Loose Music)
- 10:52pm Full Cup by Kelley McRae on Easy on My Mind - EP
- 10:56pm What Do You Do When You're Lonesome by Justin Townes Earle on The Good Life
- 10:59pm C Boogie by Mike Munson on Mike Munson - Live from Ed's Bar 11.9.13
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