| # | Title | Artist | Rating | Length |
|---|
| 1 | Here Comes That Rainbow Again | Martina McBride | | 3:00 |
| 2 | The Taker | Ryan Bingham | | 2:46 |
| 3 | Worth Fighting For | Jennifer Nettles | | 5:00 |
| 4 | Loving Her Was Easier (Than Anything I'll Ever Do Again) | Rosanne Cash | | 3:26 |
| 5 | The Pilgrim: Chapter 33 | Kris Kristofferson & Emmylou Harris | | 3:05 |
| 6 | From the Bottle to the Bottom | Dierks Bentley & The Travelin' McCourys | | 3:47 |
| 7 | Help Me Make It Through the Night- recorded at:
- Bridgestone Arena in Nashville, Tennessee, United States (on 2016-03-16)
- live cover recording of:
- Help Me Make It Through the Night (on 2016-03-16)
- lyricist and composer:
- Kris Kristofferson
- publisher:
- BMG Songs Ltd., Combine Music Corp., EMI Songs Australia Pty. Ltd., EMI Songs Ltd., Keith Prowse Music Publishing Co. Ltd. and KPM
- sub-publisher:
- Air Music Scandinavia AB
- cover recording of:
- Help Me Make It Through the Night
- lyricist and composer:
- Kris Kristofferson
- publisher:
- BMG Songs Ltd., Combine Music Corp., EMI Songs Australia Pty. Ltd., EMI Songs Ltd., Keith Prowse Music Publishing Co. Ltd. and KPM
- sub-publisher:
- Air Music Scandinavia AB
| Lady Antebellum | | 4:10 |
| 8 | Under the Gun | Darius Rucker | | 4:13 |
| 9 | For the Good Times- recorded at:
- Bridgestone Arena in Nashville, Tennessee, United States (on 2016-03-16)
- live recording of:
- For the Good Times (on 2016-03-16)
- lyricist and composer:
- Kris Kristofferson
- publisher:
- Careers Music, Inc., Careers-BMG Music, Careers‐BMG Music Publishing, Universal Music Publishing International MGB Ltd., Universal Music Publishing MGB Ltd., Valentine Music Ltd. and Universal Music Careers (in 1968)
- cover recording of:
- For the Good Times
- lyricist and composer:
- Kris Kristofferson
- publisher:
- Careers Music, Inc., Careers-BMG Music, Careers‐BMG Music Publishing, Universal Music Publishing International MGB Ltd., Universal Music Publishing MGB Ltd., Valentine Music Ltd. and Universal Music Careers (in 1968)
| Alison Krauss & Jamey Johnson | | 4:23 |
| 10 | If You Don't Like Hank Williams | Hank Williams, Jr. | | 3:09 |
| 11 | To Beat the Devil | Eric Church | | 6:45 |
| 12 | Me and Bobby McGee | Reba McEntire | | 4:26 |
| 13 | Living Legend | Willie Nelson | | 5:12 |
| 14 | Sunday Mornin' Comin' Down | Kris Kristofferson & Willie Nelson | | 4:31 |
| 15 | Highwayman | Willie Nelson, Kris Kristofferson, Shooter Jennings & Jamey Johnson | | 3:11 |
| 16 | Why Me | Kris Kristofferson | | 4:41 |
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