Half a century of records, from a debut that arrived fully formed to a farewell made at 71, with duet albums and a couple of overlooked eighties gems in between. Pick the one you would hand to someone who has never heard him.
1John PrineHis 1971 Atlantic debut, home to "Angel from Montgomery", "Sam Stone", "Hello in There" and "Paradise".1000pts
2The Missing YearsThe 1991 Howie Epstein-produced comeback that won the Grammy for Best Contemporary Folk Album.897pts
3Fair & SquareHis 2005 album, his first set of new songs in a decade, which won the Grammy for Best Contemporary Folk Album.717pts
4Storm WindowsHis 1980 Asylum album and last major-label record before he founded Oh Boy Records.636pts
5Pink CadillacA rough, rockabilly-flavoured 1979 record cut at Sun Studio with Sam Phillips' sons.538pts
6Aimless LoveThe 1984 album that launched his own Oh Boy label, with "People Puttin' People Down".538pts
7Sweet RevengeHis 1973 album with "Dear Abby", "Grandpa Was a Carpenter" and "Christmas in Prison".538pts
8Bruised OrangeThe 1978 album produced by Steve Goodman, with "Fish and Whistle" and "That's the Way That the World Goes 'Round".418pts
9German AfternoonsA 1986 Grammy-nominated record that revisits "Paradise" in a bluegrass setting.418pts
10Lost Dogs and Mixed BlessingsHis 1995 album, with "Lake Marie", a song Bob Dylan has named among his favourites.418pts
11Standard Songs for Average PeopleA 2007 album of country and bluegrass standards sung with Mac Wiseman.418pts
12For Better, or WorseA 2016 sequel to his duets album, pairing him with Kacey Musgraves, Alison Krauss and more.418pts
13Diamonds in the RoughThe 1972 follow-up, a sparse, bluegrass-leaning record cut quickly with a small band.0pts
14Common SenseThe 1975 Steve Cropper-produced record and his best-charting album of the 1970s.0pts
15In Spite of OurselvesA 1999 album of country duets with Iris DeMent, Emmylou Harris, Lucinda Williams and others.0pts
16The Tree of ForgivenessHis 2018 final album and highest-charting record, closing on "When I Get to Heaven".0pts
Photo credits
- John Prine album cover — Atlantic Records, rights holder
- The Missing Years album cover — Oh Boy Records, rights holder
- Fair & Square album cover — Oh Boy Records, rights holder
- Storm Windows album cover — Asylum Records, rights holder
- Pink Cadillac album cover — Asylum Records, rights holder
- Aimless Love album cover — Oh Boy Records, rights holder
- Sweet Revenge album cover — Atlantic Records, rights holder
- Bruised Orange album cover — Asylum Records, rights holder
- German Afternoons album cover — Oh Boy Records, rights holder
- Lost Dogs and Mixed Blessings album cover — Oh Boy Records, rights holder
- Standard Songs for Average People album cover — Oh Boy Records, rights holder
- For Better, or Worse album cover — Oh Boy Records, rights holder
- Diamonds in the Rough album cover — Atlantic Records, rights holder
- Common Sense album cover — Atlantic Records, rights holder
- In Spite of Ourselves album cover — Oh Boy Records, rights holder
- The Tree of Forgiveness album cover — Oh Boy Records, rights holder




















