01. Waylon Jennings - Are You Sure Hank Done It This Way
02. Willie Nelson - Whiskey River
03. Johnny Cash - Folsom Prison Blues
04. Kris Kristofferson - Sunday Mornin' Comin' Down
05. Merle Haggard & The Strangers - Mama Tried (Remastered 2001)
06. Guy Clark - L.A. Freeway
07. Jessi Colter - I'm Not Lisa
08. Johnny Paycheck - Take This Job and Shove It
09. Townes Van Zandt - Poncho & Lefty
10. Tompall & The Glaser Brothers - Lovin' Her Was Easier (Than Anything I'll Ever Do Again)
11. Tom T. Hall - Joe, Don't Let Your Music Kill You
12. Jamey Johnson - Between Jennings And Jones
13. Steve Earle - Guitar Town
14. John Prine - Illegal Smile
15. David Allan Coe - You Never Even Called Me by My Name
16. Jerry Jeff Walker - Up Against The Wall, Red Neck
17. Pistol Annies - I Feel A Sin Comin' On
18. Steve Young - Seven Bridges Road (1981 Version)
19. Kris Kristofferson, The Highwaymen, Willie Nelson, Johnny Cash, Waylon Jennings - Highwayman
20. Willis Alan Ramsey - Northeast Texas Women
21. Tanya Tucker - Texas (When I Die)
22. Sturgill Simpson - Life of Sin
23. Marshall Chapman - Rode Hard and Put up Wet
24. Bobby Bare - The Winner
25. Asleep At The Wheel - Don't Ask Me Why (I'm Going To Texas)
26. Chris Stapleton - Arkansas
27. Miranda Lambert - Gunpowder & Lead
28. Hank Williams, Jr. - Whiskey Bent And Hell Bound
29. Willie Nelson - Me and Paul
30. Waylon Jennings - Luckenbach, Texas (Back to the Basics of Love)
31. Merle Haggard - I Think I'll Just Stay Here And Drink
32. Billy Joe Shaver - I Been to Georgia On a Fast Train
33. Gary Stewart - She's Actin' Single (I'm Drinkin' Doubles)
34. Whiskey Myers - Broken Window Serenade
35. Steve Earle - Copperhead Road
36. Guy Clark - Desperados Waiting For A Train
37. The Charlie Daniels Band - Long Haired Country Boy
38. Joe Ely - She Never Spoke Spanish To Me
39. Charlie Daniels - Uneasy Rider (Album Version)
40. Ryan Bingham - Southside Of Heaven (Album Version)
41. David Allan Coe - The Ride
42. Ed Bruce - The Last Cowboy Song
43. Mickey Newbury - The Future's Not What It Used to Be
44. Jimmie Dale Gilmore and the Flatlanders - Dallas
45. The Highwaymen - Live Forever
46. Gary Stewart - Drinkin' Thing
47. Billy Joe Shaver - I'm Just an Old Chunk of Coal (But I'm Gonna Be a Diamond Someday)
48. Jerry Reed - East Bound and Down
49. Steve Earle - Hillbilly Highway
50. Emmylou Harris - Boulder to Birmingham (2003 Remaster)
51. Leon Russell - Roll Away The Stone
52. Townes Van Zandt - If I Needed You
53. Joe Ely - The Road Goes On Forever (Album Version)
54. Sturgill Simpson - You Can Have the Crown
55. Cowboy Jack Clement - My Cowboy Song
56. Willie Nelson - Shotgun Willie
57. David Allan Coe - Longhaired Redneck
58. Eric Church - A Man Who Was Gonna Die Young
59. Jamey Johnson - That Lonesome Song
60. Waylon Jennings - Don't You Think This Outlaw Bit's Done Got out of Hand
61. Ed Bruce - Girls, Women, and Ladies
62. Jessi Colter - Why You Been Gone so Long
63. Travis Tritt - Modern Day Bonnie and Clyde (Album Version)
64. Kacey Musgraves - Blowin' Smoke
65. Hank Williams III - I Don't Know
66. Ray Wylie Hubbard - Wanna Rock and Roll
67. Hank Williams, Jr. - Family Tradition
68. Merle Haggard - Are the Good Times Really Over (I Wish a Buck Was Still Silver)
69. Miranda Lambert - Kerosene
70. Emmylou Harris - If You Were a Bluebird
71. Johnny Cash - San Quentin (Live at San Quentin State Prison, San Quentin, CA - February 1969 Version 1)
72. Sturgill Simpson - Sea Stories
73. Terry Allen - High Plains Jamboree
74. Bobby Bare - Ride Me Down Easy
75. Mickey Newbury - She Even Woke Me Up to Say Goodbye
76. Guy Clark - Texas Cookin'
77. Rodney Crowell - Leaving Louisiana in the Broad Daylight
78. John Prine - Your Flag Decal Won't Get You into Heaven Anymore
79. Waylon Jennings, Willie Nelson - A Good Hearted Woman
80. Joe Ely - Me And Billy The Kid
81. Kinky Friedman - Ride 'Em Jewboy
82. Chris Stapleton - Outlaw State Of Mind
83. Kris Kristofferson - The Silver Tongued Devil and I
84. Robert Earl Keen - Whenever Kindness Fails
85. Whitey Morgan and the 78's - I'm on Fire
86. Jimmie Dale Gilmore and the Flatlanders - Tonight I Think I'm Gonna Go Downtown
87. Gary Stewart - Your Place or Mine
88. Townes Van Zandt - Rex's Blues (Live)
89. Jerry Jeff Walker - Pissin' In The Wind
90. Johnny Paycheck - Barstool Mountain
91. Johnny Cash - A Boy Named Sue (Live at San Quentin State Prison, San Quentin, CA - February 1969)
92. Commander Cody And His Lost Planet Airmen - Seeds And Stems (Again)
93. Terry Allen - Amarillo Highway (for Dave Hickey)
94. Chris Gantry - The Lizard
95. Ray Wylie Hubbard - Redneck Mother
96. Steve Young - It's Not Supposed to Be That Way
97. Kinky Friedman - Sold American