Waylon Jennings - Songs, Children & Death (2024)

(1937-2002)

Who Was Waylon Jennings?

By age 12, Waylon Jennings was playing in a band and working as a radio DJ. His style evolved over time, taking on a tougher, more bass-driven sound. He befriended such artists as Willie Nelson, and formed the Highwaymen with Nelson, Johnny Cash and Kris Kristofferson in 1985. By the time of his death, Jennings had become a country music superstar.

Early Career

Waylon Jennings was born on June 15, 1937, in Littlefield, Texas, and is best remembered for helping to popularize a grittier and more rock-influenced style of music known as outlaw country music. He and some of his fellow artists were labeled "outlaws" for challenging the country music establishment and for their hard-partying ways.

Jennings learned to play guitar as a child. By the age of 12, he was playing in a band and working as a radio disc jockey. Jennings dropped out of school and moved to Lubbock in 1954. There he found work at a local radio station, KLLL, where he met and befriended early rock and roll star Buddy Holly. In 1958, Holly produced Jennings' first single, "Jole Blon," and Jennings played in Holly's backup band, The Crickets, for a time. He was performing with the group on February 3, 1959, and he was supposed to get on a private plane with Holly after their show at the Surf Ballroom in Clear Lake, Iowa. Jennings, however, gave up his spot on the plane to rock star J.P. Richardson — better known as "The Big Bopper" — who wasn't feeling well. Shortly after takeoff, the plane crashed, killing Holly, Richardson, singer Ritchie Valens and the pilot.

Heartbroken after the tragedy, Jennings returned to Lubbock for a time and worked as a radio disc jockey. He moved to Phoenix, Arizona, in 1960 and restarted his musical career, forming a band called the Waylors. The group developed a local following and even recorded some singles through the independent record label Trend.

While the band never really took off commercially, Jennings landed a contract with A&M Records in 1963 and moved to Los Angeles, California. He got into a conflict with the record label over the direction of his music. They wanted him to take on more of a pop sound. Not one to be pushed around, Jennings remained committed to his country style. He made only one album for A&M.

Country Star

In 1965, Jennings moved to Nashville. He became roommates with country music's man in black, Johnny Cash, which marked the start of a lifelong friendship. That year Jennings had his first country hit, "Stop the World (And Let Me Off)." By 1968, he had several successful singles, including "Walk On Out of My Mind" and "Only Daddy That'll Walk the Line." Jennings won his first Grammy Award in 1969 for Best Country Performance by a Duo or Group with Vocal for "MacArthur Park," which he recorded with the Kimberlys.

Around this time, Jennings' musical style continued to evolve, taking on a tougher, more bass-driven sound. He worked on songs with such songwriters and artists as Kris Kristofferson and Willie Nelson. In 1973, Jennings released Honky Tonk Heroes, which is often seen as one of the early albums displaying his new so-called outlaw sound. This new style was a distinct break from the slick productions of the more traditional country music and began to develop its own following. Reaching the top of the country charts in 1974, "This Time" was the first number one hit for Jennings and was quickly followed by another chart-topper "I'm a Ramblin' Man."

Crossover Success

Jennings got his first taste of crossover success in 1975 when "Are You Sure Hank Done It This Way" made its way onto the pop charts. Around that same time, he was honored by the Country Music Association as Male Vocalist of the Year. Jennings' participation in the compilation Wanted! The Outlaws (1976) helped him become an even bigger name in music. A number one hit on the pop album charts, the recording featured songs by Jennings, Nelson, Tompall Glaser and Jessi Colter, Jennings' fourth wife. The couple even sang several duets together, including a cover of "Suspicious Minds."

Joining forces with Nelson, he recorded Waylon & Willie (1978), which went on to sell several million copies. One of their duets from the album, "Mammas Don't Let Your Babies Grow Up to Be Cowboys," reached the top of the charts and gave Jennings his second Grammy Award. He and Nelson shared the honors for Best Country Vocal Performance by a Duo or Group.

For the rest of the decade and into the early 1980s, Jennings continued to make hits, including "Luckenbach, Texas (Back to the Basics of Love)" and "Theme from 'The Dukes of Hazzard' (Good Ol' Boys)." In addition to creating the theme song for the television series, Jennings served as the narrator for the country comedy The Dukes of Hazzard.

Struggles

Long known for his partying ways, Jennings' drug use escalated into an expensive cocaine and amphetamine habit, which sometimes cost him as much as $1,500 a day. He decided to quit in 1984. The following year, Jennings teamed up with Kristofferson, Cash and Nelson to form the Highwaymen. They hit the top of the country charts with "Highwayman," which was included on their successful album of the same name. The 1990 follow-up album, Highwayman 2, did not fare as well.

While he had a tough time getting his music played on country music stations, Jennings remained a popular performer, touring extensively until 1997. He even played a few dates on 1996 Lollapalooza tour, better known for showcasing alternative rock acts. Around this time, Jennings candidly shared his many ups and downs in Waylon: An Autobiography, written with Lenny Kaye.

Diagnosed with diabetes in the early 1990s, Jennings had trouble walking in his later years. But that did not stop him from making music. In 2000, Jennings recorded several performances at Nashville's Ryman Auditorium for the album Never Say Die Live. He was inducted into the Country Music Hall of Fame in 2001. Later that year, Jennings had to have a foot amputated due to diabetes-related poor health.

Legacy and Death

Jennings died on February 13, 2002, at his home in Chandler, Arizona. Married since 1969, he and Colter had one child together, Waylon Albright "Shooter" Jennings. Jennings had five other children from his three previous marriages.

Friends and fans alike mourned the passing of the country music superstar. "Waylon Jennings was an American archetype, the bad guy with the big heart," Kristofferson told the Los Angeles Times. Despite his difficult final years, "he was filled with creativity and joy," his son Shooter explained to People magazine.

Shooter Jennings has followed his father's footsteps, playing in a number of bands. With his backup band, the .357s, he put together an album of his father's music consisting of tracks recorded years before Waylon's death. The recording, Waylon Forever, was released in October 2008.

  • Name: Waylon Jennings
  • Birth Year: 1937
  • Birth date: June 15, 1937
  • Birth State: Texas
  • Birth City: Littlefield
  • Birth Country: United States
  • Gender: Male
  • Best Known For: Musical rebel Waylon Jennings is best remembered for helping to popularize the grittier and more rock-influenced genre known as outlaw country music.
  • Industries
    • Country
  • Astrological Sign: Gemini
  • Death Year: 2002
  • Death date: February 13, 2002
  • Death State: Arizona
  • Death City: Chandler
  • Death Country: United States

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Waylon Jennings - Songs, Children & Death (2024)

FAQs

What was Waylon Jennings first big hit? ›

On June 22, 1974, Waylon Jennings' “This Time” became his first No. 1 on Billboard's Hot Country Songs chart. It was released as the lead single from his same-named LP, which he produced with Willie Nelson.

How many biological children did Waylon Jennings have? ›

Personal life Jennings was married four times, and had six children. He was first married to Maxine Caroll Lawrence in 1956 at age 18, with whom he had four children Terry Vance Jennings (born January 21, 1957), Julie Rae Jennings (born August 12, 1958), Buddy Dean Jennings (born March 21, 1960), and Deana Jennings.

How did Waylon Jennings pass away? ›

Feb. 14 -- He was a Highwayman, Outlaw and a Cricket. Country music lost one of its honky-tonk heroes Wednesday, when Waylon Jennings succumbed to diabetes-related illnesses. He is said to have died peacefully, at home.

What was Waylon Jennings buried at? ›

Mesa Cemetery is the final resting place of the city's "founding fathers," country crooner Waylon Jennings, Wild West entertainer Powder River Jack and thousands of others.

What was Waylon Jennings last words? ›

Supposedly, after hearing about the seat switch, Holly told Jennings, "Well, I hope your ol' bus freezes up." In an eerie response that allegedly haunted Jennings until his death in 2002, he replied, "Well, I hope your ol' plane crashes." The flight took off at 12:55 a.m. on Feb.

How many number one songs did Waylon Jennings write? ›

Jennings, a singer, songwriter and guitarist, recorded 60 albums and had 16 No. 1 country singles in a career that spanned five decades. He was inducted into the Country Music Hall of Fame in October 2001.

Why would Waylon Jennings not walk? ›

He had been plagued with diabetes-related health problems in recent years that made it difficult for him to walk. In December, his left foot was amputated at a Phoenix hospital.

Did Elvis ever meet Waylon Jennings? ›

I think Elvis wore them on his Comeback Special. Elvis even toyed about going on the show-but was advised against it. Waylon Jennings first met Elvis Presley in 1955 in Lubbock, Texas and would meet again a few more times in the 60s in Las Vegas.

Who inherited Waylon Jennings estate? ›

After Lex and Natalia Lipsitz in 2021 purchased the Brentwood estate of country icon Waylon Jennings and Jessi Colter, they commissioned a full house renovation but brought it back to its authentic, historical glory.

Did Waylon Jennings have survivors guilt? ›

Waylon Jennings

When Holly learned that Jennings was not going to fly, he said, "Well, I hope your ol' bus freezes up." Jennings responded, "Well, I hope your ol' plane crashes." This exchange of words, though made in jest at the time, haunted Jennings for the rest of his life.

Was Waylon Jennings in a wheelchair? ›

In 1959, Jennings' career was nearly cut short by tragedy soon after it began. Jennings was in a wheelchair at the funeral for Chet Atkins in July 2001. He lost his left foot to complications from diabetes in December.

Who found Waylon Jennings? ›

In his grief, Jennings returned to Lubbock to work as a disc jockey for a time before moving to Phoenix to restart his music career. Discovered there by country star Bobby Bare, Jennings soon signed with RCA Records and moved to Nashville.

What is Waylon Jennings most famous for? ›

Musical rebel Waylon Jennings is best remembered for helping to popularize the grittier and more rock-influenced genre known as outlaw country music.

When did Waylon Jennings get big? ›

ABOUT WAYLON JENNINGS: If any one performer personified the outlaw country movement of the '70s, it was Waylon Jennings. Though he had been a professional musician since the late '50s, it wasn't until the '70s that Waylon, with his imposing baritone and stripped-down, updated honky tonk, became a superstar.

Did Elvis know Waylon Jennings? ›

Waylon Jennings first met Elvis Presley in 1955 in Lubbock, Texas and would meet again a few more times in the 60s in Las Vegas. Waylon's first meeting with the King backstage at one of his early concerts in Lubbock left an indelible impression on him for the rest of his life.

When did Waylon become famous? ›

During the 1970s, Jennings drove outlaw country. With Willie Nelson, Tompall Glaser, and Jessi Colter he recorded country music's first platinum album, Wanted! The Outlaws. It was followed by another platinum album, a first for any solo artist in country music, Ol' Waylon, and the hit song "Luckenbach, Texas".

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