Biography
Loudon Snowden Wainwright III, born September 5, 1946, in Chapel Hill, North Carolina, is a celebrated American folk singer-songwriter and occasional actor. Raised in a literary family—his father was a columnist for Life magazine—Wainwright began playing guitar during his boarding school years and started writing songs in his early twenties after a stint working odd jobs in New York and Rhode Island. He was discovered by manager Milton Kramer and signed to Atlantic Records, releasing his self-titled debut album in 1970. His breakthrough came in 1972 with the quirky hit 'Dead Skunk (in the Middle of the Road),' which reached the Top 20 and established his reputation for witty, self-deprecating, and emotionally candid songwriting.
Wainwright's career has spanned over five decades, marked by more than 25 albums and a distinctive style blending humor, irony, and personal narrative. Critics have often compared his literate, confessional approach to that of Bob Dylan, though Wainwright’s work is noted for its unique blend of tragi-comedy and sharp observation. He has received multiple Grammy nominations, winning Best Traditional Folk Album in 2010 for 'High Wide & Handsome: The Charlie Poole Project.' Beyond music, Wainwright is known for his acting, notably as Captain Calvin Spalding, the 'singing surgeon,' on the TV series MAS*H, and for roles in films such as 'The Aviator' and 'Knocked Up.'
Wainwright’s influence extends through his family—his children Rufus Wainwright, Martha Wainwright, and Lucy Wainwright Roche are all acclaimed musicians—and through his collaborations and songwriting, which have inspired and been covered by artists across genres. His legacy is that of a pioneering singer-songwriter whose honest, often humorous reflections on family, love, and life have left a lasting mark on American folk music.
Fun Facts
- Wainwright is a direct descendant of Petrus Stuyvesant, the last Dutch Director General of New Netherland (now New York).
- He played Captain Calvin Spalding, the 'singing surgeon,' in three episodes of the TV series MAS*H.
- His 1972 hit 'Dead Skunk' was a novelty song that became an unexpected Top 20 success.
- Wainwright’s one-man show 'Surviving Twin' was produced by Judd Apatow and premiered on Netflix in 2018.
Musical Connections
Mentors/Influences
- Bob Dylan - Major stylistic influence; critics often compared Wainwright’s early songwriting to Dylan’s confessional, folk-based approach. (Early albums (1970–1972)) [1970s]
- Charlie Poole - Inspirational figure for Wainwright’s Grammy-winning tribute album. (High Wide & Handsome: The Charlie Poole Project) [2009]
Key Collaborators
- Joe Henry - Co-composed music for the film 'Knocked Up.' (Knocked Up (soundtrack)) [2007]
- Kate & Anna McGarrigle - Frequent musical collaborators and family connections (Kate was his former wife). (Various recordings and live performances) [1970s–2000s]
- Rufus Wainwright, Martha Wainwright, Lucy Wainwright Roche - Collaborated with his children on recordings and performances. (Family albums, live shows) [1990s–present]
Artists Influenced
- Rufus Wainwright - Direct influence as father and musical mentor; Rufus has cited Loudon's songwriting as formative. (Rufus’s early albums) [1990s–present]
- Martha Wainwright - Daughter and frequent collaborator; influenced by his confessional songwriting style. (Martha’s solo work) [2000s–present]
- Lucy Wainwright Roche - Daughter; influenced by his folk style and lyrical approach. (Lucy’s solo albums) [2010s–present]
Connection Network
Discography
Albums
| Title | Release Date | Type |
|---|---|---|
| Attempted Mustache | 1973 | Album |
| Strange Weirdos: Music From And Inspired By The Film Knocked Up | 2007-01-01 | Album |
| Album III | 1972 | Album |
| Album II | 1971 | Album |
| Unrequited | 1975 | Album |
| Album 1 | 1970 | Album |
| History | 1992-01-01 | Album |
| I'm Alright | 1985-01-01 | Album |
| More Love Songs | 1986 | Album |
| Loudon Live In London | 2025-01-31 | Album |
| Last Man On Earth | 2001-09-24 | Album |
| Fame And Wealth | 1983-01-01 | Album |
| Grown Man | 1995-01-01 | Album |
| Older Than My Old Man Now | 2012-04-17 | Album |
| Older Than My Old Man Now | 2012 | Album |
Top Tracks
- The Swimming Song (Attempted Mustache)
- Daughter (Strange Weirdos: Music From And Inspired By The Film Knocked Up)
- Dead Skunk (Album III)
- Lullaby (Attempted Mustache)
- Motel Blues (Album II)
- You Can't Fail Me Now (Strange Weirdos: Music From And Inspired By The Film Knocked Up)
- Hollywood Hopeful (Unrequited)
- Grey In L.A. (Strange Weirdos: Music From And Inspired By The Film Knocked Up)
- Down Drinking at the Bar (Attempted Mustache)
- Come A Long Way (Attempted Mustache)
External Links
Tags: #easy-listening-soundtracks-and-musicals, #folk
References
Heard on WWOZ
Loudon Wainwright III has been played 2 times on WWOZ 90.7 FM, New Orleans' jazz and heritage station.
| Date | Time | Title | Show | Spotify |
|---|---|---|---|---|
| Nov 24, 2025 | 01:11 | Thanksgivingfrom Career Moves | The Dean's Listw/ Dean Ellis | |
| Nov 20, 2025 | 22:07 | Smokey Joe's Cafe | Kitchen Sinkw/ Jennifer Brady |