If I could design the set list, it would be a mixture of old and new. I am struggling a little with the new album but I love Life, Death, Love and Freedom.
Given this will probably be the only time I ever see he live, I would give good money to hear him play Sweet Evening Breeze. As for the rest, this would do for a start of his three hour set

Suzanne And The Jewels
Serious Business
If I Die Sudden
Without a Shot
This May Not Be The End Of The World
The Full Catastrophe
Martha Say
What If I Came Knocking
Down And Out In Paradise