At 65, Loudon Wainwright III is pondering the imponderables. Helping with the heavy lifting are Ramblin' Jack Elliott, Dame Edna Everage, Chris Smither, Lucy Wainwright Roche, Suzzy Roche, John Scofield, and Martha & Rufus Wainwright. The song treatments range from basic guitar & vocal to sophisticated string settings.

Loudon Wainwright III has crafted a vibrant forty-plus year career, with over twenty-five albums, and a GRAMMY win in 2009. His songs have been covered by Mose Allison, Johnny Cash, Earl Scruggs, and Kate & Anna McGarrigle, among others. MOJO Magazine calls Wainwright "lyrically compelling and emotionally overpowering."