100 Greatest Women, #12: Patty Loveless

100 Greatest Women: 10th Anniversary Edition


Patty Loveless

2008 Edition: #13 (+1)

Patty Loveless may be the last of the great mountain singers who will ever find mainstream country success, but there has always been a country-rock undercurrent to her material. Beloved by fans of pure country music, her work is deeply rooted in the mountain sounds of her native Kentucky, but her years singing rock music carried over into the studio, making her something of a progressive traditionalist.

She was raised in Belcher Holler, a small Kentucky town where her father was a coal miner. He was struck by black lung disease, and the family moved to Louisville seeking medical care. Her older siblings Dotty and Roger performed in a country act they dubbed The Swingin’ Rameys, and when Dotty quit the band to get married, Roger coaxed Patty into taking her place. After earning $5 for her first performance, and loving the applause, she continued performing with her brother.

Roger’s love for country music led him to Nashville, where he became a producer for The Porter Wagoner Show. He cajoled Wagoner into listening to his sister Patty sing, and the high school girl sang her composition “Sounds of Loneliness” for the superstar. Wagoner was blown away, and vowed to help her break into the industry. He encouraged her to go back and finish school, but took her out with him on the road on weekends.

She was able to perform on a Grand Ole Opry package show when Jean Shepard had to cancel. Doyle Wilburn of the Wilburn Brothers caught the performance, and he invited her to join their touring band. After she graduated high school, she toured with the Wilburn Brothers as the female singer in their band. When she fell in love with their new drummer Terry Lovelace, however, Wilburn told her to end the romance. She quit the band instead, and Terry and Patty moved to North Carolina.

Patty was reluctant to take Lovelace as her stage name due to the high-profile adult film star Linda Lovelace, so she changed it to Loveless. She spent the late seventies and early eighties playing local clubs and bars in North Carolina. She felt disconnected to country music as a whole, but she found great inspiration from the work of country-rock queen Linda Ronstadt, who was her primary musical influence during this period. But the new traditionalist sounds of Ricky Skaggs and Emmylou Harris brought her back to country, and in 1985 she contacted her brother Roger, who recorded a demo with her that he shopped around in Nashville.

He pushed for MCA Nashville to sign his sister, and A&R head Tony Brown loved her demo. Label president Jimmy Bowen was less than impressed. Bowen recounted in his autobiography that Brown burst into his office and said, “Bowen, she’s a monster, she’s gonna sell platinum.” He responded, “Bull****. She isn’t either,” but let Brown sign her anyway.

Her first album Patty Loveless earned her a small presence on country radio, but her second album, If My Heart Had Windows, provided her with her first hits. The title cut, a cover of a George Jones classic, went top ten, and “A Little Bit in Love,” a Steve Earle tune, went all the way to No. 2. But her big breakthrough was her third album, Honky Tonk Angel. The album spawned five top ten hits, including the #1 smash singles “Timber I’m Falling in Love” and “Chains.” It eventually sold platinum, thanks to her smart choices of material from off-beat writers like Kostas and alt-country artists like Lone Justice (“Don’t Toss Us Away”).

Loveless was emboldened by her success, and followed up with the ambitious On Down the Line, another album that eventually went gold. Here, Loveless culled on rising singer-songwriters like Matraca Berg (“I’m That Kind of Girl”) and Lucinda Williams (“The Night’s Too Long.”) Her fifth album for MCA, Up Against My Heart, produced a big hit in “Hurt Me Bad (In a Real Good Way),” but Loveless was soon sidelined by vocal surgery. She was also concerned that MCA’s attention was too focused on the other platinum-selling women on the roster – Reba McEntire, Wynonna and Trisha Yearwood – to give her the promotional push needed, so she switched to Epic Records, becoming their flagship female artist in 1992.

Loveless had married Emory Gordy Jr. three years earlier, and he would be her primary producer from that point on. Her first release for the label, Only What I Feel, put her back on the charts with the #1 smash “Blame it On Your Heart,” but it also established her as an album artist for the first time. Gordy emphasized her traditional roots more on record than anything that she’d done for MCA, and her powerful ballad “How Can I Help You Say Goodbye” became her first truly meaningful hit, far deeper than the typical radio filler.

“Goodbye” pushed the album to platinum sales, and Loveless followed with the critically acclaimed When Fallen Angels Fly. It was her most traditional album to date, but it also pushed the boundaries of mainstream country music, with a title cut penned by Billy Joe Shaver and melancholy laments like “You Don’t Even Know Who I Am” and “Here I Am,” both of which became major hits. When Alison Krauss’ album was disqualified from the 1995 CMA Album of the Year race, Loveless’ set was a last-minute replacement on the ballot, as it was the sixth-highest vote-getter in the previous round of voting. Shockingly, the album was the well-deserved winner that fall, and Loveless became only the second woman to win that trophy in the 28-year history of the CMA Awards.

As Angels became her third platinum album, Loveless returned with the grittier The Trouble With the Truth. This album further elevated Loveless’ credibility and commercial clout, featuring a pair of #1 singles in “You Can Feel Bad” and “Lonely Too Long.” During the album’s run, Loveless won three Female Vocalist trophies, two from the ACM and one from the CMA.

Loveless partnered up with George Jones on the lead single from her next set, the gold-selling Long Stretch of Lonesome, and they won the CMA for Vocal Event for the track, “You Don’t Seem to Miss Me.” Her first Epic hit set, Classics, featured a duet with Vince Gill, “My Kind of Woman/My Kind of Man,” that won Loveless her third Vocal Event trophy. She also earned a Grammy for Best Country Vocal Collaboration, this time for her contributions to the multi-artist single “Same Old Train.”

Loveless had moderate success with her next set, Strong Heart, which featured the hits “That’s the Kind of Mood I’m In” and “The Last Thing on My Mind.” She was feeling artistically restless, and felt the need to revisit the mountain music of her childhood. The label gave her the green light to explore those sounds on record, and the result was Mountain Soul, which is widely regarded as her masterpiece. The set featured both traditional and new material, and one of the highlights was “Sounds of Loneliness,” the song she had sung for Porter Wagoner three decades earlier.

Her rootsy sound continued with a Christmas album Bluegrass and White Snow, and on her next studio set On Your Way Home, which featured a twanged-up remake of the Rodney Crowell hit “Lovin’ All Night.” The title track, co-written by Matraca Berg, earned Loveless a Grammy nomination. By this time, Loveless was an icon for fans of traditional country music, and was determined to incorporate the mountain sound into her projects. Her swan song for Epic, the 2005 album Dreamin’ My Dreams, had Loveless penning another mountain song, the good-natured romp “Big Chance,” while she kept her alt-country cred up by duetting with Dwight Yoakam (“Never-Ending Song of Love”) and covering Buddy & Julie Miller (“Keep Your Distance.”)

After leaving Epic in 2006, Loveless recorded a pair of albums for Saguaro Road Records.  Sleepless Nights, a collection of classic country songs, released in 2008 and earned Loveless her third Grammy nomination for Best Country Album.  Loveless followed with Mountain Soul II in 2009, a sequel to her acclaimed 2001 set that featured reinterpretations of some of her mainstream country recordings.  It won Loveless her second career Grammy, taking home the prize for Best Bluegrass Album.

Loveless has mostly retired from the grind of recording and touring since then, but she still makes occasional appearances on the Grand Ole Opry and as a backing vocalist for other artist’s recordings.  While she is still waiting for her inevitable induction into the Country Music Hall of Fame, Loveless has joined the ranks of both the Georgia Music Hall of and the Kentucky Music Hall of Fame.

Essential Singles

  • Don’t Toss Us Away, 1989
  • Timber, I’m Falling in Love, 1989
  • Hurt Me Bad (in a Real Good Way), 1991
  • How Can I Help You Say Goodbye, 1994
  • Here I Am, 1994
  • You Don’t Even Know Who I Am, 1995
  • You Can Feel Bad, 1995
  • Lonely Too Long, 1996
  • You Don’t Seem to Miss Me (with George Jones), 1997
  • On Your Way Home, 2003

Essential Albums

  • Honky Tonk Angel, 1988
  • When Fallen Angels Fly, 1994
  • The Trouble With the Truth, 1996
  • Long Stretch of Lonesome, 1997
  • Mountain Soul, 2001
  • Dreamin’ My Dreams, 2005
  • Sleepless Nights, 2008

Industry Awards

  • Academy of Country Music Awards
    • Top Female Vocalist, 1996, 1997
  • Country Music Association Awards
    • Album of the Year
      • When Fallen Angels Fly, 1995
    • Female Vocalist of the Year, 1996
    • Vocal Event of the Year
      • I Don’t Need Your Rockin’ Chair (with George Jones and Friends), 1993
      • You Don’t Seem to Miss Me (with George Jones), 1998
      • My Kind of Woman/My Kind of Man (with Vince Gill), 1999
  • Grammy Awards
    • Best Bluegrass Album
      • Mountain Soul II, 2011
    • Best Country Collaboration With Vocals
      • Same Old Train, 1999

100 Greatest Women: 10th Anniversary Edition

Next: #11. Wynonna & The Judds

Previous: #13. Dixie Chicks


  1. I knew she’d show up.

    Anyhoo, whilst I don’t consider myself a fan or anything, I’d certainly have Patty Loveless in my top ten country ladies, somewhere around #9. Most of the Loveless recordings I’ve heard come from the Epic era (obviously), but my affection for her started with her 1988 cover of “If My Heart Had Windows”. As with pretty much most other country singers, her vocal abilities cannot be denied.

  2. Patty is one of the greatest artists to ever step foot in country music. She has one of the best voices ever in country. Patty can convey different emotions with her voice ranging from sadness to happiness. IMO, she had the best studio album run of a woman in country during the 90’s to the mid 00’s (which is saying a lot due all the amazing talent women and the albums that they produced during that time). From Up Against My Heart to Sleepless Nights. Every album in that run range from classics (When Fallen Angels Fly and Mountain Soul), great (The Trouble With The Truth, Long Stretch Of Lonesome, Sleepless Nights), good (Dreamin’ My Dreams and Only What I Feel) and at worst at least decent (Strong Heart). My favorite Patty Loveless’ albums are When Fallen Angels Fly (it’s one of the greatest country albums of the 90’s) and Mountain Soul (which it’s one of the greatest bluegrass albums of the 00’s). My favorite Patty Loveless song is Here I Am. I can’t sing enough praises about Patty.

  3. If she had never recorded anything other than ‘You Don’t Even Know Who I Am’, I would still be a fan of hers. Luckily for all of us, she recorded a lot more. Amazing voice, amazing talent.

  4. Saw Patty and Collin Raye at the Westbury Music Fair in Oct of 2001. Raye’s name appears first on the ticket stub but I don’t recall who sang first. No matter it was a great show.

    Favorite Loveless Songs not mentioned with essential singles:
    “Blame It on Your Heart” (Harlan Howard & Kostas)
    “The Trouble with the Truth” (Gary Nicholson)
    “That’s the Kind of Mood I’m In” (Rick Giles, Tim Nichols & Gilles Godard)

  5. Patty seems to have taken the mantra displayed by Linda Ronstadt and Emmylou Harris in their classic 70s recordings that tradition and progress can exist in country music, which is why a lot of her own recordings are like that. The combination of both traditional country and rock are very natural and endemic to her, even if current country radio pretends that they’re old-fashioned.

    And just as a point of additional interest regarding Patty’s ideas of musical cross-pollination: One of her earliest hits was a cover of “Don’t Toss Us Away”, a song written by Bryan Maclean for his half-sister Maria McKee and her band Lone Justice, a cult 1980s alt-C&W/rock outfit from Los Angeles. Linda was one of that band’s champions and a favorite of Maria’s.

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