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