Celebrate the Heart of Country, Americana, and Roots Music!

Drop Us A Line, Y'all

Y'all interested in advertising, partnering up, contributing stories, joining our team, or just got a question? Well, don't be shy, drop us a line!

Follow Us

Listen to Hank Williams’ Raw Heartbreak in His 1952 Track “You Win Again” 

Listen to Hank Williams’ Raw Heartbreak in His 1952 Track “You Win Again” 
by
  • Riley is a Senior Country Music Journalist for Country Thang Daily, known for her engaging storytelling and insightful coverage of the genre.
  • Before joining Country Thang Daily, Riley developed her expertise at Billboard and People magazine, focusing on feature stories and music reviews.
  • Riley has a Bachelor of Arts in Journalism from Belmont University, with a minor in Cultural Studies.

Country legend Hank Williams’ 1952 track “You Win Again” stood the test of time despite being one of his lesser-known classics. That is, the song was released as the B-side to the much more favorable up-tempo radio play number “Settin’ the Woods on Fire.” It became one of Hank Williams’ widely-covered tracks, with notable ones recorded by Charley Pride, Bob Dylan and The Band, Ray Charles, Keith Richards, and Martina McBride. 

This blues ballad single was written by Williams and produced by Fred Rose under MGM. And it was actually Rose that had the song’s title changed to this from the original draft’s “I Lose Again.”

Meaning Behind the Song

“The news is out, all over town,” the song opened. It was the most memorable line in the two-minute-thirty-seconds-long track, and it was the perfect scene setting. He then goes on to sing how his partner had been seen running around, and he knew that he should leave. 

In the next verse, he lamented over her betrayal. “This heart of mine could never see / What everybody knew but me / Just trustin’ you, was my great sin.” Despite knowing that, he simply succumbed to asking what could he do? He just couldn’t go and so, he just let her win again. He then talked about how her next man would give her all his heart, but just like him, it would all be in vain. His head would bow, and he’d someday say the same thing: “You win again.” 

In the final verse, he finally releases all the pent-up feelings. He said, “You have no heart you have no shame / You take true love and give the blame.” But that was all there was to it because he knew that despite all the pain and the hurt, he loved her still. 

The song was recorded a day after his divorce from his ex-wife Audrey was finalized and was likely by inspired by their tumultuous relationship. According to biographer Colin Escott, the songs cut that day seemed to have been pages torn from his diary. “Its theme of betrayal had grown old years before Hank tackled it, but, drawing from his bottomless well of resentment, he gave it a freshness bordering on topicality.”

Feel the pain of betrayal with Hank Williams’ “You Win Again” in the video below. 

Latest Stories

How Alan Jackson's "Remember When" Became a Tribute to Love and Lifelong Memories

How Alan Jackson’s “Remember When” Became a Tribute to Love and Lifelong Memories

A few songs capture the essence of love, time, and life’s shared moments, such as Alan Jackson’s “Remember When.” Released in 2003, the song became an instant country classic, known ...

Eight-Year-Old Shines in Adorable Cover of "When You Say Nothing At All"

Eight-Year-Old Shines in Adorable Cover of “When You Say Nothing At All”

Country music has a special way of bringing people together, and sometimes, it’s the youngest voices that remind us just how powerful a song can be. Eight-year-old Alex Malone has ...

Three-Year-Old's Heartfelt Cover of "Angels Among Us" Melts Hearts Everywhere

Three-Year-Old’s Heartfelt Cover of “Angels Among Us” Melts Hearts Everywhere

Country music has a way of reaching across generations, connecting listeners of all ages through the power of its stories and melodies. But when a three-year-old child takes on a ...

How The Judds' Debut Album 'Why Not Me' Transformed Country Music Forever

How The Judds’ Debut Album ‘Why Not Me’ Transformed Country Music Forever

In the mid-1980s, country music was ripe for a fresh sound, and The Judds delivered just that when they released their debut album, Why Not Me, on October 15, 1984. ...

How the CMA, CMT, and ACM Awards Differ in Country Music's Biggest Celebrations

How the CMA, CMT, and ACM Awards Differ in Country Music’s Biggest Celebrations

Every year, three major award shows take the stage to celebrate the heart and soul of country music: the CMA Awards, ACM Awards, and CMT Music Awards. These nights are ...

The Story and Meaning Behind Jelly Roll’s Heartfelt Song “I Am Not Okay”

The Story and Meaning Behind Jelly Roll’s Heartfelt Song “I Am Not Okay”

Jelly Roll’s “I Am Not Okay” delivers a deeply personal message at a time when many people are quietly struggling with their mental health. Released in June 2024, the song ...

The Surprising Inspiration Behind Toby Keith's Hit "Should've Been a Cowboy"

The Surprising Inspiration Behind Toby Keith’s Hit “Should’ve Been a Cowboy”

One night in Dodge City, Kansas, Toby Keith found himself standing in a hotel bathroom, scribbling down lyrics in the dim light. It wasn’t exactly a scene you’d imagine for ...

Is "Harper Valley PTA" Based on Real Life? The Truth Behind Jeannie C. Riley's Hit

Is “Harper Valley PTA” Based on Real Life? The Truth Behind Jeannie C. Riley’s Hit

Jeannie C. Riley’s 1968 smash hit, “Harper Valley PTA,” has stood the test of time, captivating listeners with its bold lyrics about standing up to hypocrisy. The song tells the ...

67-Year-Old Jeannie C. Riley Sings "Harper Valley PTA" Like It's 1968

67-Year-Old Jeannie C. Riley Sings “Harper Valley PTA” Like It’s 1968

Jeannie C. Riley, a trailblazer in country music, continues to showcase her legendary talent decades after making history. In 2012, during a New Year’s Eve celebration, Riley reunited with Nashville ...

Who Is Amber Cochran Gilbert? Meet the Woman Behind Brantley Gilbert's Greatest Love Story

Who Is Amber Cochran Gilbert? Meet the Woman Behind Brantley Gilbert’s Greatest Love Story

October 11, 2024, was not a typical night for country star Brantley Gilbert. A backstage emergency pulled him off as he performed at Cadence Bank Arena in Tupelo, Mississippi. His ...