If I could pick ANY songs, my 20 song set list would be...

1. Second Hand News
2.Don't Look Down (with intro)
3. Turn it On
4. Love Runs Deeper
5. Tango in the Night
6. Shadow of the West
7. Walk a Thin Line
8. Holiday Road
9. Don't Let Me Down Again
10. Down Endless Street
11. I Want You
12. You Do or You Don't
13. Blue Letter
14. The Right Place to Fade
15. Big Love (LP version)
16. Underground
17. Down on Rodeo
18. That's the Way that Love Goes

19. Save Me a Place
20. Treason

I think for humor sake, and to take control of the jargon out there---he should start with GYOW and end with NGBA...LOL I would laugh out loud. The rest are in no order:
1. Trouble
2. Big Love
3. Cast Away Dreams
4. Soul Drifter
5. One of his songs from BN
6. Go Insane
7. Down on Rodeo
8. It was you (it's a cheesy song, but Kbucks deserves it)
9. In Our Own Time
10. Treason
11. Holiday Road
12. Walk a Thin Line (heard it a bunch on the FM channel--LOVE IT)
13. Second Hand News
14. On with the show (because he's getting on with the show)