
Photo: robbiesaurus · CC BY-SA 2.0 · credits
Jesse Winchester
Person · male · United States · Bossier City · born 1944 · died 2014 · recording since 1970
American-Canadian singer-songwriter, producer
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Also known as James Ridout Winchester · Winchester · 傑西·溫徹斯特
Timeline
1940s
1970s
· Debut release
Debut release: Jesse Winchester
First documented Album in the MusicBrainz discography.
source: musicbrainz
1980s
1990s
2000s
2010s
Biography
Biography
James Ridout "Jesse" Winchester Jr. (May 17, 1944 – April 11, 2014) was an American-Canadian musician and songwriter. He was born and raised in the southern United States. Opposed to the Vietnam War, he moved to Canada in 1967 to avoid the draft. During that time, he began his career as a solo artist. His highest-charting recordings were "Yankee Lady" in 1970 and "Say What" in 1981. He became a Canadian citizen in 1973, gained amnesty in the U.S. in 1977 and settled in Memphis, Tennessee in 2002.
Winchester's songs were recorded by Patti Page, Elvis Costello, Brewer & Shipley, Jimmy Buffett, Joan Baez, Jerry Garcia, Anne Murray, The Weather Girls, Reba McEntire, the Everly Brothers, Lyle Lovett, Emmylou Harris, George Strait, Gary Allan, Willie Nelson, Jennifer Warnes, Jessi Colter, The Mavericks, Jerry Jeff Walker and Michael Stanley. Some of these recordings achieved chart positions.
Early life
Winchester was one of three children born to James Ridout Winchester Sr. (1917–1962) and Frances Ellyn Manire Winchester (1920–2010). He was born at Barksdale Army Air Field, near Bossier City, Louisiana, and raised in northern Mississippi through age 12, when his family relocated to Memphis, Tennessee. He graduated from Christian Brothers High School in Memphis in 1962 as a merit finalist, a National Honor Society member and the salutatorian of his class. He graduated from Williams College, in Williamstown, Massachusetts, in 1966. Upon receiving his draft notice the following year, Winchester moved to Montreal, Quebec, Canada, to avoid the draft.
Winchester began his career in Germany. Upon arriving in Quebec in 1967, he joined a local band, Les Astronautes. He began writing songs, which he performed as a solo artist at the Montreal Folk Workshop and at coffeehouses throughout eastern Canada. Discovered by the Band's Robbie Robertson, Winchester released his album Jesse Winchester, produced by Robertson. He toured Canada, opening for the Band.
Career
Winchester released albums in the 1970s, but was unable to support the albums by touring in the U.S. because of his status of being a draft resister.
A prolific songwriter, Winchester's songs include "Yankee Lady", "The Brand New Tennessee Waltz", "Mississippi, You're on My Mind", "A Showman's Life","Biloxi", "That's a Touch I Like", and "Every Word You Say".
Upon his election in 1976, President Jimmy Carter granted amnesty to draft evaders, except those who had become citizens of other countries. Although Winchester had become a Canadian citizen, Barry Bozeman, his manager, convinced Carter to allow Winchester amnesty.
On June 10, Winchester appeared with Little Feat, Emmylou Harris and Bonnie Raitt on Burt Sugarman's The Midnight Special.
In 1981, he had his first Top 40 U.S. hit single, "Say What", which earned No. 32 on the Billboard Hot 100. The single was from his Bearsville Records album release, "Talk Memphis
Talk MemphisSpotifyYouTube Music (search)Tracklist · 10 tracks1Say What3:102Baby Blue3:263Leslie2:474Hoot and Holler3:395If Only3:496Sure Enough3:197I Love You No End3:308Let Go4:299Reckon on Me2:4910Talk Memphis3:13".
"I'm Gonna Miss You, Girl", written by Winchester, was recorded by American country music artist Michael Martin Murphey and released in October 1987, as the lead single from the album River of Time. The song peaked at number 3 on the Billboard Hot Country Singles chart and at number 4 on the Canadian RPM Country Tracks chart.
Later career
Winchester was nominated for the Best Country Male Vocalist award at the Juno Awards of 1990. In 2002, he moved back to Memphis with his girlfriend, Cindy. That year, his song "Step by Step", from the album Let the Rough Side Drag
Let the Rough Side DragSpotifyYouTube Music (search)Tracklist · 12 tracksA1Let the Rough Side Drag2:38A2Damned If You Do3:26A3Step by Step3:00A4Lay Down Your Burden4:11A5Everybody Knows but Me2:56A6Blow on, Chilly Wind2:34B1Working in the Vineyard2:47B2How About You4:10B3It Takes More Than a Hammer and Nails to Make a House a Home4:36B4As Soon as I Get on My Feet3:15B5The Only Show in Town2:33B6The Brand New Tennessee Waltz3:33, was used as background music for the montage that ended the first season of the television program The Wire. He received a Lifetime Achievement Award from the American Society of Composers, Authors and Publishers in 2007. Winchester continued to record and perform throughout the U.S. and Canada, releasing his 10th studio album, Love Filling Station
Love Filling StationSpotifyYouTube Music (search)Tracklist · 12 tracks1O What a Thrill3:182Bless Your Foolish Heart3:093Wear Me Out2:374Stand by Me3:315It’s a Shame About Him4:096Sham‐A‐Ling‐Dong‐Ding4:047I’m Gonna Miss You Girl4:258I Turn to My Guitar4:029Lonely for a While3:3910Eulalie3:4311Far Side Bank of Jordan3:2012Loose Talk2:45, in 2009.
On April 11, 2014, Winchester died from bladder cancer in his sleep at his home. He was 69 years old. He was survived by his wife, Cindy, and three children from a previous marriage: James, Alice and Marcus Lee.
Quiet About It, a tribute record to Winchester, was released in 2012, featuring 11 artists, including James Taylor, Lyle Lovett, Lucinda Williams, Rosanne Cash and Jimmy Buffett.
Winchester's final CD, A Reasonable Amount of Trouble, was released in September 2014, with liner notes by Jimmy Buffett. It was nominated for two Grammy awards.
Discography & profile
Normalised profile
Percentiles are computed over every artist in the database, so a tier-3 artist can still sit in the 95th percentile on a single axis.
| Metric | Value | Percentile |
|---|---|---|
| Wikipedia language versions | 14 | 70.2th |
| Spotify monthly listeners | — | no data |
| Release groups in DB | 20 | 87.1th |
| Studio albums | 11 | 91.9th |
| Awards recorded | 0 | 0th |
| Timeline events | 14 | 90.5th |
| Recording span (years) | 44 | 84.8th |
| Genres | 6 | 91th |
Percentiles are computed at render time; missing values mean the artist has no data on that axis.
Discography (20 release groups · 11 studio albums)
Albums · 11
1970 · studio album
Search SpotifySearch YouTube Music
Tracklist · 11 tracks · 34:50
A1Payday2:54A2Biloxi3:20A3Snow2:23A4The Brand New Tennessee Waltz3:09A5That's A Touch I Like2:50B1Yankee Lady4:03B2Quiet About It2:29B3Skip Rope Song2:27B4Rosy Shy3:05B5Black Dog4:42B6The Nudge3:281972 · studio album
Search SpotifySearch YouTube Music
Tracklist · 13 tracks · 29:18
A1Isn't That So2:26A2Dangerous Fun2:05A3Full Moon2:04A4North Star2:00A5Do It1:28A6Lullaby for the First Born2:53A7Midnight Bus2:14B1Glory to the Day3:44B2The Easy Way1:30B3Do La Lay1:54B4God's Own Jukebox1:41B5Silly Heart2:46B6All of Your Stories2:331974 · studio album
Search SpotifySearch YouTube Music
Tracklist · 12 tracks · 29:28
A1Wake Me2:20A2Every Word You Say1:54A3How Far to the Horizon?2:12A4L'air de la Louisiane2:16A5Mississippi You're on My Mind3:24A6Third Rate Romance3:33B1Defying Gravity2:38B2Tell Me Why You Like Roosevelt2:48B3Pharaoh's Army1:14B4Laisse les Bons Temps Rouler2:33B5The End Is Not in Sight2:36B6I Can't Stand Up Alone2:001976 · studio album
Search SpotifySearch YouTube Music
Tracklist · 12 tracks · 39:39
A1Let the Rough Side Drag2:38A2Damned If You Do3:26A3Step by Step3:00A4Lay Down Your Burden4:11A5Everybody Knows but Me2:56A6Blow on, Chilly Wind2:34B1Working in the Vineyard2:47B2How About You4:10B3It Takes More Than a Hammer and Nails to Make a House a Home4:36B4As Soon as I Get on My Feet3:15B5The Only Show in Town2:33B6The Brand New Tennessee Waltz3:331977 · studio album
Search SpotifySearch YouTube Music
Tracklist · 10 tracks · 37:46
A1Nothing but a Breeze4:34A2My Songbird3:42A3Seems Like Only Yesterday2:59A4You Remember Me4:46A5Twigs and Seeds2:57B1Gilding the Lily3:54B2Bowling Green4:45B3Pourquoi m'aimes-tu pas ?3:20B4It Takes a Young Girl3:17B5Rhumba Man3:321978 · studio album
Search SpotifySearch YouTube Music
Tracklist · 10 tracks · 36:52
A1A Touch on the Rainy Side3:46A2A Showman's Life3:43A3Sassy3:01A4Candida3:16A5High Ball3:05B1Little Glass of Wine4:43B2Holly3:38B3Wintry Feeling4:56B4Just Now It Feels So Right3:00B5I'm Looking for a Miracle3:441981 · studio album
Search SpotifySearch YouTube Music
Tracklist · 10 tracks · 34:11
1Say What3:102Baby Blue3:263Leslie2:474Hoot and Holler3:395If Only3:496Sure Enough3:197I Love You No End3:308Let Go4:299Reckon on Me2:4910Talk Memphis3:131988 · studio album
Search SpotifySearch YouTube Music
Tracklist · 12 tracks · 51:51
1If I Were Free2:512Thanks to You3:113They Just Can't Help Themselves4:374Too Weak to Say Goodbye4:155Let's Make a Baby King4:496Well-A-Wiggy4:007I Don't Think You Love Me Anymore2:498Willow5:009Humor Me3:3710I Want to Mean Something to You4:5811Pushover5:2512Love Is Fair6:191999 · studio album
Search SpotifySearch YouTube Music
Tracklist · 14 tracks · 50:09
1Club Manhattan3:452Sweet Little Shoe4:223That's What Makes You Strong3:114No Pride at All4:305Gentleman of Leisure3:536Wander My Way Home2:547Evil Angel3:548Just 'Cause I'm in Love with You4:019Just Like New3:4010You Tickle Me3:3611Freewheeler3:5112Sweet Loving Daddy3:1113I Wave Bye Bye3:5414Wander My Way Home (reprise)1:272009 · studio album
Search SpotifySearch YouTube Music
Tracklist · 12 tracks · 42:42
1O What a Thrill3:182Bless Your Foolish Heart3:093Wear Me Out2:374Stand by Me3:315It’s a Shame About Him4:096Sham‐A‐Ling‐Dong‐Ding4:047I’m Gonna Miss You Girl4:258I Turn to My Guitar4:029Lonely for a While3:3910Eulalie3:4311Far Side Bank of Jordan3:2012Loose Talk2:45A Reasonable Amount of Trouble
2014 · studio album
Search SpotifySearch YouTube Music
Tracklist · 12 tracks · 42:00
1All That We Have Is Now2:202She Makes It Easy Now2:583Neither Here nor There3:544Rhythm of the Rain2:495A Little Louisiana2:546Ghosts4:397Never Forget to Boogie3:598Devil or Angel3:129Don’t Be Shy3:4610Every Day I Get the Blues4:3211Whispering Bells2:3712Just So Much4:20
Single · 1
| Cover | Year | Title | Notes | First release |
|---|---|---|---|---|
| 1976 | Let the Rough Side Drag / The Only Show in TownSearch SpotifySearch YouTube MusicTracklist · 2 tracksALet the Rough Side Drag BThe Only Show in Town | September 1976 |
Album · 8
| Cover | Year | Title | Notes | First release |
|---|---|---|---|---|
| 1977 | Live at The Bijou CafeSearch SpotifySearch YouTube MusicTracklist · 14 tracks · 55:571Payday5:24 2Silly Heart3:25 3Tell Me Why You Like Roosevelt3:16 4Midnight Bus3:19 5Nothing But a Breeze4:29 6Defying Gravity3:26 7Let the Rough Side Drag3:49 8Black Dog4:16 9Mississippi You're on My Mind4:07 10Twigs and Seeds3:11 11Rhumba Man3:20 12Isn't That So?4:31 13Yankee Lady6:13 14I Can't Stand Up Alone3:11 | Live | 1977 | |
| 1989 | The Best ofSearch SpotifySearch YouTube MusicTracklist · 14 tracks · 40:40A1Tell Me Why You Like Roosevelt2:48 A2Mississippi, You're on My Mind3:27 A3Yankee Lady3:36 A4Talk Memphis3:11 A5The Brand New Tennessee Waltz3:04 A6Biloxi3:15 B1All of Your Stories2:33 B2Do La Lay1:54 B3Skip Rope Song2:22 B4Say What3:08 B5Rhumba Man3:30 B6A Showman's Life3:46 B7Do It1:28 B8Defying Gravity2:38 | Compilation | 1989 | |
| 2000 | AnthologySearch SpotifySearch YouTube MusicTracklist · 34 tracks · 1:42:52Disc 1 1Isn't That So?2:26 2Dangerous Fun2:06 3Do It1:29 4Midnight Bus2:19 5All of Your Own Stories2:36 6God's Own Jukebox1:43 7Silly Heart2:49 8Every Word You Say1:56 9Mississippi You're on My Mind3:27 10Third Rate Romance3:38 11Defying Gravity2:42 12Let the Rough Side Drag2:36 13Damned If You Do3:25 14Lay Down Your Burden4:06 15Everybody Knows But Me2:55 16Blow on, Chilly Wind2:30 17My Songbird3:42 18Rhumba Man3:33 19A Showman's Life3:50 20Wintery Feeling5:07 21Leslie2:47 22Say What3:08 23The Brand New Tennessee Waltz3:27 Disc 21Payday2:53 2Biloxi3:18 3Snow2:23 4The Brand New Tennessee Waltz3:08 5That's a Touch I Like2:48 6Yankee Lady4:02 7Quiet About It2:27 8Skip Rope Song2:26 9Rosy Shy3:04 10Black Dog4:40 11Nudge3:26 | Compilation | 12 December 2000 | |
| 2001 | Live From Mountain StageSearch SpotifySearch YouTube MusicTracklist · 13 tracks · 40:431Eulalie3:19 2Foolish Heart2:53 3If Only4:42 4Love Is Hard, but Love Is Fair3:23 5Just Like New2:39 6That's What Makes You Strong2:40 7Club Manhattan3:25 8Brand New Tennessee Waltz3:09 9Gentleman of Leisure2:12 10Little Glass of Wine3:44 11Humor Me1:58 12Songbird2:43 13Yankee Lady3:56 | Live | 23 October 2001 | |
| 2005 | LiveSearch SpotifySearch YouTube MusicTracklist · 15 tracks · 54:011Payday4:46 2Tell Me Why You Like Roosevelt2:53 3Bowling Green4:25 4Midnight Bus3:05 5Nothing but a Breeze4:21 6Defying Gravity3:14 7Let the Rough Side Drag2:47 8Seems Like Only Yesterday2:53 9It Takes a Young Girl3:35 10Black Dog4:12 11Twigs and Seeds2:55 12Isn’t That So?4:25 13Brand New Tennessee Waltz4:19 14Jambalaya3:03 15Rhumba Man3:08 | Live | 21 June 2005 | |
| 2012 | Jesse Winchester / Third Down, 110 To GoSearch SpotifySearch YouTube MusicTracklist · 24 tracks · 1:05:251Payday2:55 2Biloxi3:21 3Snow2:24 4The Brand New Tennessee Waltz3:10 5That's a Touch I Like2:51 6Yankee Lady4:04 7Quiet About It2:31 8Skip Rope Song2:28 9Rosy Shy3:06 10Black Dog4:45 11The Nudge3:34 12Isn't That So?2:30 13Dangerous Fun2:08 14Full Moon2:07 15North Star2:02 16Do It1:32 17Lullaby for the First Born2:57 18Midnight Bus2:21 19Glory to the Day3:50 20The Easy Way1:34 21Do La Lay1:57 22God's Own Jukebox1:44 23Silly Heart2:56 24All of Your Stories2:38 | Compilation | 2012 | |
| 2012 | Nothing but a Breeze / A Touch on the Rainy SideSearch SpotifySearch YouTube MusicTracklist · 20 tracks · 1:17:321Nothing but a Breeze4:46 2My Songbird3:45 3Seems Like Only Yesterday3:05 4You Remember Me4:48 5Twigs and Seeds2:59 6Gilding the Lily3:58 7Bowling Green4:47 8Pourquoi m’aimes-tu pas?3:20 9It Takes a Young Girl3:20 10Rhumba Man3:37 11A Touch on the Rainy Side3:58 12A Showman’s Life3:52 13Sassy3:18 14Candida3:26 15High Ball3:14 16Little Glass of Wine4:53 17Holly3:51 18Wintry Feeling5:12 19Just Now It Feels So Right3:09 20I’m Looking for a Miracle4:14 | Compilation | 2012 | |
| — | Jesse's BestSearch SpotifySearch YouTube Music | Compilation | — |
Stats & PK
Percentile within all 23,672 published artists.Put Jesse Winchester head-to-head →
| Metric | Value | Percentile |
|---|---|---|
| Wikipedia language versions | 14 | 70.2th |
| Spotify monthly listeners | — | no data |
| Release groups in DB | 20 | 87.1th |
| Studio albums | 11 | 91.9th |
| Awards recorded | 0 | 0th |
| Timeline events | 14 | 90.5th |
| Recording span (years) | 44 | 84.8th |
| Genres | 6 | 91th |
Awards & honours
Where this record comes from
portrait—Wikimedia Commons · CC BY-SA 2.0 · retrieved 11 October 2026
https://commons.wikimedia.org/wiki/File:Jesse_Winchester_Smile_JazzFest_2011.jpgaliases/urls—musicbrainz · CC0 · retrieved 10 October 2026
https://musicbrainz.org/artist/455911db-b472-4702-bf0d-ae4f87c922bddiscography—musicbrainz · CC0 · retrieved 10 October 2026
https://musicbrainz.org/artist/455911db-b472-4702-bf0d-ae4f87c922bdcore—wikidata · CC0 · retrieved 10 October 2026
https://www.wikidata.org/wiki/Q1688204genre—wikidata · CC0 · retrieved 11 October 2026
https://www.wikidata.org/wiki/Q1688204seed-list—wikipedia · CC BY-SA 4.0 · retrieved 10 October 2026
https://en.wikipedia.org/wiki/Jesse_Winchesterbiography—wikipedia-en · CC BY-SA 4.0 · retrieved 10 October 2026
https://en.wikipedia.org/wiki/Jesse_Winchester
Why this artist is in the database
- List of Canadian musicians
- List of country music performers
- List of folk musicians
- List of singer-songwriters
Tier rule: curated genre/region list
Image: robbiesaurus · CC BY-SA 2.0 · Wikimedia Commons
Wikidata: Q1688204 · MusicBrainz: 455911db-b472-4702-bf0d-ae4f87c922bd
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