In Fall 2018, Loudon will release ‘Years In The Making’ (StorySound Records), a 42-song treasury of rare and unreleased Loudoniana. This 2-disc, 60-page hardbound audio-biography of his 40-year career includes orphaned album cuts, lovingly lo-fi home recordings, radio appearances, demos, live performances and beyond. It features appearances by Kate McGarrigle, Suzzy Roche, Bill Frisell, Van Dyke Parks, Chaim Tannenbaum, David Mansfield, and the Wainwright children Rufus, Martha, Lucy and Lexie.
In 2017, Wainwright published his memoir, ‘LINER NOTES’ (Blue Rider Press), which led to appearances on Fresh Air with Terry Gross and WTF with Marc Maron. The NY Times said the book "makes your heart wobble on its axis.”
Wainwright also created a one-man theatrical show, Surviving Twin, which combines his songs and the writings of his late father. Initially developed as part of University of North Carolina's Playmakers series, it focuses on fatherhood—both being a father and having one—and also explores the issues of birth, self-identity, loss, mortality, fashion, and of course, pet ownership. Surviving Twin has been performed in limited theater engagements and debude as a Netflix special in 2018, produced by Judd Apatow and directed by Christopher Guest.
Additionally, Wainwright has co-written with songwriter/producer Joe Henry on the music for Judd Apatow’s hit movie Knocked Up, written music for the British theatrical adaptation of the Carl Hiaasen novel Lucky You, and composed topical songs for NPR’s Morning Edition and All Things Considered and ABC’s Nightline. An accomplished actor, he has appeared in films directed by Martin Scorsese, Hal Ashby, Christopher Guest, Tim Burton, Cameron Crowe and Judd Apatow. Wainwright has also starred on TV inM.A.S.H. and Undeclared, and on Broadway in Pump Boys and Dinettes. More recently, he appeared in the film Pleased To Meet You (with fellow music legends John Doe, Aimee Mann and Joe Henry).