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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. 

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