| 12/24/99 Playlist | 'Automated' Christmas Eve - prerecorded | |
| Artist | Song | Album |
| Waco Brothers | Revolution Blues | Do You Think About Me? |
| Doyle Bramhall | Change It | Bird Nest On The Ground |
| Chris Wall | Tainted Angel | Tainted Angel |
| Buckwheat Zydeco | Down Dallas Alley | Taking It Home |
| Calvin Russell | A Crack In Time | A Crack In Time |
| Jim Ed Brown | Pop A Top | Hillbilly Fever Vol. 2: Legends of Honky Tonk |
| Steve James | Downbound Train | Art And Grit |
| Fred Eaglesmith | Pontiac | Lipstick Lies & Gasoline |
| Filé | Two Left Feet | 2 Left Feet |
| Lucinda Williams | Can't Let Go | Car Wheels on a Gravel Road |
| Miss Molly | The Sound Of My Heart Breaking | Miss Molly |
| Faron Young | Wine Me Up | The Best Of Austin City Limits - Legends Of Country Music |
| Jo-El Sonnier | Tear-Stained Letter | Come On Joe |
| Robbie Fulks | Let's Kill Saturday Night | Let's Kill Saturday Night |
| Koko Taylor | Wang Dang Doodle | |
| Cornell Hurd Band | It Wouldn't Be Hell Without You | Texas Fruit Shack |
| The Blasters | American Music | American Music |
| Terry Allen | Gimme a Ride to Heaven Boy | Bloodlines |
| The Cartwrights | I Own The Road | Ponderosa Fabuloso |
| Los #3 Dinners | Livin' Inside the Loop | ¡Quiero un Camero! |
| Flying Burrito Brothers | Six Days on the Road | Farther Along: Best of |
| Mason Ruffner | Gypsy Blood | Gypsy Blood |
| Swamp Angels | Give Me Some of Dat Boudin | Cajun Fais-Do Do |
| Timbuk 3 | Dirty Dirty Rice | Espace Ornano |
| Merle Haggard | Branded Man | Rebels & Outlaws - Music from the Wild Side of Life |
| Whiskeytown | Drank Like A River | Faithless Street |
| Jimmy Spacek | Three Good Reasons | Sweet Texas Blues |
| The Fabulous Thunderbirds | Twist of the Knife | Walk That Walk, Talk That Talk |
| C.J. Chenier | Got My Eyes On You | Hot Rod |
| Pine Valley Cosmonauts w/Kelly Hogan | Drunkards Blue's | Salute The Majesty of Bob Wills |
| Los Lobos | Rudolph the Manic Reindeer | New Wave Xmas |
| Townes Van Zandt | Pancho & Lefty | Rear View Mirror |
| Ted Hawkins | Big Things | The Final Tour |
| 8 1/2 Souvenirs | Sharp Dressed Man | Twisted Desire |
| Herman The German | Right String Baby | Herman The German & Das Cowboy |
| Clifton Chenier | Tighten-Up Zydeco | Zydeco Dynamite--The Clifton Chenier Anthology(Disc 2) |
| Willie Nelson | Bloody Mary Morning | Classic & Unreleased--Vol. 2 |
| Toni Price | Tumbleweed | Hey |
| Waco Brothers | Fast Train Down | Cowboy In Flames |
| Root Boy Slim & The Sex Change Band w/ the Rootettes | Xmas at Kmart | New Wave Xmas |
| Robert Earl Keen | Merry Christmas from the Family | No. 2 LIVE Dinner |
| " | Happy Holidays Y'All | Walking Distance |
| Cary Swinney | Jesus Silverstein | Human Masquerade |
| John Prine | Jesus, The Missing Years | Live On Tour |
| Los #3 Dinners | South Presa Man | ¡Quiero un Camero! |
| Randy Garibay | Barbacoa Blues | Barbacoa Blues |
| Shaver | Georgia on a Fast Train | Unshaven: Shaver Live at Smith's Olde Bar |
| Stephen Bruton | Big Top Hat | What It Is |
| Jerry Giddens | Mervin Bell's Blues | For Lydia |
| Jerry Giddens | Burn it Down | For Lydia |
| Swindles | All Over The World | Drunk For Your Amusement |
| Soulhat | Pay At The Pump | |
| Joe Ely | Me And Billy The Kid | Lord of the Highway |
| Lyle Lovett | Bears | Step Inside This House |
| Ray Wylie Hubbard | Hey That's All Right | Dangerous Spirits |
| Terri Hendrix | Wallet | Wilory Farm |
| Reckless Kelly | Time Bomb | Millican |
| Larry Joe Taylor | Island Time | Coastal & Western |
| Neko Case and her Boyfriends | High on Cruel | The Virginian |
| Boozoo Chavis | Who Stole My Monkey? | Who Stole My Monkey? |
| Monte Montgomery | When Will I | Mirror |
| Bob Wills | Home In San Antone | Tiffany Transcriptions Vol. 4 |
| Lefty Frizzell | Saginaw, Michigan | Best Of Lefty Frizzell |
| Doug Sahm & the Sir Douglas Quintet | Mendocino | The Best of (1968-75) |
(® = requested song/artist; (!) = positive listener response)