
Photo: Capitol Records · Public domain · credits
Wynn Stewart
Person · male · United States · Morrisville · born 1934 · died 1985 · recording since 1956
American singer
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Also known as Winford Lindsey Stewart · Wynn Steward · 윈 스튜어트
Timeline
1930s
1950s
· Debut release
Debut release: The Waltz Of The Angels / Why Do I Love You So
First documented Single in the MusicBrainz discography.
source: musicbrainz
1960s
1980s
2000s
Biography
Biography
Winford Lindsey "Wynn" Stewart (June 7, 1934 – July 17, 1985) was an American country music singer and songwriter. He was one of the progenitors of the Bakersfield sound. Although not a huge chart success, he was an inspiration to such artists as Buck Owens, Merle Haggard and Nick Lowe.
Early life and rise to fame
Stewart was born in Morrisville, Missouri, United States, in 1934, during the Depression. He spent most of his childhood moving around the country with his sharecropping family. After World War II, Stewart spent a year working at KWTO in Springfield, Missouri. In 1948, he moved to California with his family. Stewart originally wanted to become a professional baseball player, but suffered from a hand disease and was also too short to play professional baseball. In high school, Stewart formed a band that played at clubs around California. He soon met steel guitarist Ralph Mooney, who joined Stewart's band. The group's lineup consisted of guitarist Roy Nichols and bassist Bobby Austin.
In 1954, Stewart signed a recording contract with an independent record label called Intro Records. He released two singles on Intro. The first was called "I've Waited a Lifetime" and the second was "Strolling". Both failed to reach on the country music chart. His second single caught the attention of Skeets McDonald, one of Stewart's idols. He liked the song so much, he arranged an audition with Capitol Records for Stewart. By the summer of 1956, Stewart signed with Capitol. He soon recorded and released his first single from the label, "Waltz of the Angels", that same year. The song went to No. 14 on the country chart, and gave Stewart his first major hit. The song later became a duet hit for George Jones and Margie Singleton. However, Stewart did not stay with Capitol much longer as none of his other singles was gaining much success. His last single for Capitol (until his 1960s return) was called "I Wish I Could Stay the Same", released in September 1957.
Nightclub owner
Stewart was part owner of a Las Vegas, Nevada, nightclub called Nashville Nevada during the early 1960s. He performed there six nights a week and also hosted his own television show. A young Merle Haggard sat in with the band while Stewart was out of town in 1962. Stewart returned early, was impressed with Haggard's performance, and hired him as his regular bass player. He wrote Haggard's first hit "Sing a Sad Song".
"Wynn's sound was what influenced Buck and me both," Haggard has said, "and in a strange twist of fate, his band was the heart of the old Frizzell band – Roy Nichols was part of the Lefty band, and he went to Wynn Stewart and ran into Ralph Mooney, who played the steel, and they were the basis of the modern West Coast sound."
Height of his career
With the help of songwriter Harlan Howard, Stewart signed with Challenge Records in 1958. He recorded a string of singles that were a mix of different styles, ranging from pop to rockabilly. In 1959, he moved to the parent Challenge label and released a single called "Wishful Thinking
Wishful ThinkingSpotify (search)YouTube Music (search)". The song proved a breakthrough for Stewart when it reached No. 5 in 1960. Following the song's success, Stewart moved to Las Vegas, Nevada, where he hosted a local TV show and was part owner of a nightclub, The Nashville Nevada.
Stewart continued to have sizable hits, including the Jan Howard duet called "Wrong Company", and "Big, Big Love", among others. Stewart moved back to the center of the Bakersfield sound, California, in 1965. He re-signed with Capitol. Cliffie Stone, who was an A & R director with Capitol introduced Wynn to a young arranger-guitarist Bill Aken (Zane Ashton) who would often over-dub unique guitar parts on Wynn's recordings. His first couple of singles for the label proved unsuccessful once again for Stewart, but his fifth single was a different story. "It's Such a Pretty World TodayIt's Such a Pretty World TodaySpotify (search)YouTube Music (search)Tracklist · 12 tracksA1It's Such a Pretty World TodayA2Angels Don't LieA3'Cause I Have YouA4Out There Is Your WorldA5The TouristA6I Keep Forgettin' That I Forgot About YouB1Let's Pretend We're Kids AgainB2You Told HimB3Unfaithful ArmsB4Ol' What's Her NameB5You Can Always Give Her Back to MeB6Half Way in Love" was released in 1967 and became the biggest hit of his career. The song went to No. 1 on the country music chart and spent two weeks there. It was also the country music Song of the Year and a Gold record. Its follow-up, "Cause I Have You", was a Top 10 hit in 1967. Following his singles' success, Stewart recorded more soft, pop-friendly material, which gave Stewart his biggest hits into the 1970s.
By 1972, Stewart moved to RCA Records with "Paint Me a Rainbow" being his biggest hit for the label. He also briefly signed with Atlantic Records in 1974. Over the next three years, Stewart released singles but did not break the country Top 40. In 1975, he signed with Playboy Records and managed a Top 10 hit in 1976 called "After The Storm". Although he stayed with Playboy, he only had one other big hit, his version of "Sing a Sad Song", which went to No. 19 in 1977.
Later career and death
Stewart started his own label in 1978 called WIN. His first single, "Eyes as Big as Dallas", broke the Top 40. Although country music was changing in the late 1970s, moving to the smooth sounds of country pop, he was not able to continue to achieve success, which was hampered by his alcoholism. In the early 1980s, Stewart quit performing, but a few years on and Stewart launched a comeback, with an extensive tour and a new album.
During the tour, Stewart suddenly died of a heart attack on July 17, 1985. Following Stewart's death, his song "Wait 'Til I Get My Hands on You" became a minor hit.
Commercials
In 2010, Volkswagen used Stewart's song "Another Day, Another Dollar" in an ad for the Jetta.
Kmart also used Wynn's recording of "It's Such a Pretty World TodayIt's Such a Pretty World TodaySpotify (search)YouTube Music (search)Tracklist · 12 tracksA1It's Such a Pretty World TodayA2Angels Don't LieA3'Cause I Have YouA4Out There Is Your WorldA5The TouristA6I Keep Forgettin' That I Forgot About YouB1Let's Pretend We're Kids AgainB2You Told HimB3Unfaithful ArmsB4Ol' What's Her NameB5You Can Always Give Her Back to MeB6Half Way in Love" on a Blue light special commercial.
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 | 11 | 61.8th |
| Spotify monthly listeners | — | no data |
| Release groups in DB | 11 | 82.8th |
| Studio albums | 3 | 80.9th |
| Awards recorded | 0 | 0th |
| Timeline events | 6 | 80.8th |
| Recording span (years) | 29 | 64th |
| Genres | 2 | 74th |
Percentiles are computed at render time; missing values mean the artist has no data on that axis.
Discography (11 release groups · 3 studio albums)
Albums · 3
1962 · studio album
Search SpotifySearch YouTube Music
Tracklist · 12 tracks
A1Big Big LoveA2One More MemoryA3Wall to Wall HeartachesA4PlayboyA5Heartaches for a DimeA6Another YouB1Wishful ThinkingB2Above and BeyondB3Open Up Your HeartB4School Bus Love AffairB5I'd Rather Have AmericaB6Three Cheers for the LoserIt's Such a Pretty World Today
1967 · studio album
Search SpotifySearch YouTube Music
Tracklist · 12 tracks
A1It's Such a Pretty World TodayA2Angels Don't LieA3'Cause I Have YouA4Out There Is Your WorldA5The TouristA6I Keep Forgettin' That I Forgot About YouB1Let's Pretend We're Kids AgainB2You Told HimB3Unfaithful ArmsB4Ol' What's Her NameB5You Can Always Give Her Back to MeB6Half Way in Love2004 · studio album
Search SpotifySearch YouTube Music
Tracklist · 14 tracks · 34:45
1Playboy2:222Above And Beyond2:003Wishful Thinking2:434Another Day Another Dollar2:285Couples Only2:296Big Big Love2:257Don't Look Back2:568Big City2:259Falling For You2:3210Heataches For A Dime2:3311I Don't Feel At Home2:5412If You See My Baby2:0513One Way To Go2:3314Three Cheers For The Loser2:20
Single · 3
| Cover | Year | Title | Notes | First release |
|---|---|---|---|---|
| 1956 | The Waltz Of The Angels / Why Do I Love You SoSearch SpotifySearch YouTube MusicTracklist · 2 tracks1The Waltz Of The Angels 2Why Do I Love You So | 1956 | ||
| 1959 | Uncle Tom Got Caught / Wishful ThinkingSearch SpotifySearch YouTube MusicTracklist · 2 tracks · 4:50AUncle Tom Got Caught2:09 BWishful Thinking2:41 | November 1959 | ||
| 1961 | Big, Big Love / One More MemorySearch SpotifySearch YouTube MusicTracklist · 2 tracks · 4:33ABig, Big Love2:23 BOne More Memory2:10 | November 1961 |
Album · 5
| Cover | Year | Title | Notes | First release |
|---|---|---|---|---|
| 1995 | California Country - The Best Of The Challenge MastersSearch SpotifySearch YouTube MusicTracklist · 29 tracks1Wishful Thinking 2Big City 3Big Big Love 4Come On 5Heartaches for a Dime 6Playboy 7Donna on My Mind 8Three Cheers for the Losers 9She Just Tears Me Up 10Rain, Rain 11Slightly Used 12How the Other Half Lives 13If You See My Baby 14Wall to Wall Heartaches 15Open Up My Heart 16Loversville 17Wrong Company 18Never Out of My Heart 19Another Day, Another Dollar 20Falling for You 21Couples Only 22Judy 23We'll Never Love Again 24I'm Not the Man I Used to Be 25One More Memory 26I Don't Feel at Home 27Above and Beyond 28Uncle Tom Got Caught 29Long Black Limousine | Compilation | 1995 | |
| 2000 | Wishful ThinkingSearch SpotifySearch YouTube Music | Compilation | 22 August 2000 | |
| 2001 | Very Best of: 1958-1962Search SpotifySearch YouTube MusicTracklist · 18 tracks · 44:351Come On2:13 2The Long Black Limousine3:07 3How the Other Half Lives2:21 4Above and Beyond (The Call of Love)1:59 5Wishful Thinking2:44 6Wrong Company2:15 7Heartaches for a Dime2:33 8Playboy2:22 9Big City2:24 10If You See My Baby2:04 11Big, Big Love2:25 12I Don't Feel at Home2:53 13One Way to Go2:33 14Falling for You2:32 15Three Cheers for the Loser2:19 16Couples Only2:29 17Another Day, Another Dollar2:28 18Don't Look Back2:54 | Compilation | 2001 | |
| 2009 | Greatest HitsSearch SpotifySearch YouTube MusicTracklist · 33 tracks · 1:18:43Disc 1 1Wishful Thinking2:47 2Another Day, Another Dollar2:29 3Big Big Love2:22 4Donna On My Mind2:33 5Girl In White2:20 6If You See My Baby2:16 7Judy2:38 8One More Memory2:13 9Rain Rain1:51 10I Don't Feel At Home2:53 11I Done Done It2:00 12She Just Tears Me Up1:58 13Loversville2:20 14Never Out Of My Heart2:20 15One Way To Go2:24 16Playboy2:33 17Slightly Used2:19 Disc 21Come On1:59 2Big City2:26 3The Long Black Limousine3:09 4Another You2:13 5Couples Only2:30 6Don't Look Back2:56 7Falling For You2:32 8I'd Rather Have America2:38 9Heartaches For A Dime2:34 10I'm Not The Man I Used To Be2:14 11Open Up My Heart2:18 12School Bus Love Affair2:03 13Three Cheers For The Loser2:20 14Uncle Tom Got Caught2:06 15Wall To Wall Heartaches2:25 16Above & Beyond (The Call Of Love)2:04 | Compilation | 2009 | |
| 2011 | Come OnSearch SpotifySearch YouTube MusicTracklist · 32 tracks · 1:13:541Come On (alternate version)1:59 2After All2:40 3It’s Not the Moon That Makes the Difference2:25 4Slowly but Surely2:13 5That Just Kills Me2:35 6Why Do I Love You So2:08 7I Wish I Could Say the Same2:33 8She Just Tears Me Up1:59 9School Bus Love Affair (alternate version)1:56 10Donna on My Mind2:36 11I Keep Forgettin’ That I Forgot About You2:21 12We’ll Never Love Again2:27 13I Done Done It1:56 14Rain, Rain1:52 15Big, Big Love2:26 16Playboy2:23 17Hold Back Tomorrow2:38 18Wrong Company2:18 19Three Cheers for the Loser2:23 20Wishful Thinking2:47 21You’re That Someone Else2:32 22Heartaches for a Dime2:35 23Man, Man, Mr. Sandman2:02 24Slightly Used2:20 25Open Up My Heart (Basic Track)2:16 26Wall to Wall Heartaches2:27 27Another Day, Another Dollar2:33 28Take It or Leave It2:13 29Uncle Tom Got Caught2:09 30Don’t Spook Me2:13 31Come On (Master)2:15 32Wild One1:44 | Compilation | 22 November 2011 |
Stats & PK
Percentile within all 23,672 published artists.Put Wynn Stewart head-to-head →
| Metric | Value | Percentile |
|---|---|---|
| Wikipedia language versions | 11 | 61.8th |
| Spotify monthly listeners | — | no data |
| Release groups in DB | 11 | 82.8th |
| Studio albums | 3 | 80.9th |
| Awards recorded | 0 | 0th |
| Timeline events | 6 | 80.8th |
| Recording span (years) | 29 | 64th |
| Genres | 2 | 74th |
Awards & honours
Where this record comes from
portrait—Wikimedia Commons · Public domain · retrieved 11 October 2026
https://commons.wikimedia.org/wiki/File:Wynn_Stewart.pngaliases/urls—musicbrainz · CC0 · retrieved 10 October 2026
https://musicbrainz.org/artist/333d6a30-5ea7-4ded-89ce-fdf0f6d0b0a3discography—musicbrainz · CC0 · retrieved 10 October 2026
https://musicbrainz.org/artist/333d6a30-5ea7-4ded-89ce-fdf0f6d0b0a3core—wikidata · CC0 · retrieved 10 October 2026
https://www.wikidata.org/wiki/Q200717genre—wikidata · CC0 · retrieved 11 October 2026
https://www.wikidata.org/wiki/Q200717seed-list—wikipedia · CC BY-SA 4.0 · retrieved 10 October 2026
https://en.wikipedia.org/wiki/Wynn_Stewartbiography—wikipedia-en · CC BY-SA 4.0 · retrieved 10 October 2026
https://en.wikipedia.org/wiki/Wynn_Stewart
Why this artist is in the database
- List of country music performers
- List of singer-songwriters
Tier rule: curated genre/region list
Image: Capitol Records · Public domain · Wikimedia Commons
Wikidata: Q200717 · MusicBrainz: 333d6a30-5ea7-4ded-89ce-fdf0f6d0b0a3
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