The Best Country Singers of All Time

42 items

From the iconic crooners who laid the foundation to the rebels who challenged the norms, this list celebrates the diverse voices that have shaped the genre. From the emotional storytelling of Johnny Cash and the outlaw spirit of Waylon Jennings to the timeless melodies of Dolly Parton and the modern brilliance of Chris Stapleton, each artist has left an indelible mark on country music. So, buckle up and take a journey through the rich tapestry of the best country singers who have poured their hearts into every note, making country music a cherished and enduring legacy.

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    With a career spanning several decades, he achieved immense success with hits like "The Gambler" "Lucille" and "Islands in the Stream" a duet with Dolly Parton. Known for his smooth voice and storytelling abilities, Rogers became a cultural icon and one of the best-selling music artists globally. His career extended to movies and television. Rogers announced his retirement from touring in 2015 and passed away on March 20, 2020, at the age of 81, leaving behind a legacy of timeless music and a lasting impact on country and pop music.

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    He rose to prominence after winning "Nashville Star" in 2006 and has since become a significant figure in country music. With hits like "Drinkin' Me Lonely" and "I'm Comin' Over" Young's rich baritone voice and traditional country sound have earned him acclaim. He has collaborated on successful duets, including "Think of You" with Cassadee Pope, and received nominations and awards from organizations like the CMA and ACM. Chris Young continues to be a respected artist in the country music scene, known for his engaging performances and relatable songs.

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    Known for his distinctive voice and engaging stage presence, he gained prominence in the early 1990s with hits like "Don't Take the Girl" and "It's Your Love" McGraw has produced numerous chart-topping songs, blending traditional and contemporary elements in his music. His accolades include Grammy Awards, CMAs, and ACMs. In addition to his musical career, McGraw has pursued acting and is involved in philanthropy. His influence on country music extends to his impact on the genre's evolution and his ability to connect with a diverse audience, solidifying his status as a prominent figure in country music.

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    Taylor Swift is a singer-songwriter who has written songs for many of the biggest artists in the music industry. She is one of the most successful artists in American history, with five songs reaching number one on the Billboard Hot 100. She is best known for her hit singles "Shake It Off" (2014), "Blank Space" (2014), and "Look What You Made Me Do" (2017).

    Swift has won multiple Grammy Awards, including Best Country Song for writing Tim McGraw's "Highway Don't Care." She has also won four Emmy Awards for her involvement with Saturday Night Live.

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    Known for his energetic stage performances and diverse musical style blending country, rock, and pop, Brooks rose to fame in the late 1980s and became a dominant force in the 1990s. Hits like "Friends in Low Places" and "The Dance" contributed to his massive commercial success. Brooks broke genre barriers, expanded country music's appeal, and adopted a rock concert touring model. His awards include Grammys, CMAs, and ACMs. After a hiatus, he made a successful comeback in 2014. Despite his success, Brooks is known for his humility and commitment to fans, leaving an enduring impact on country music.

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    Rising to prominence in the late 1990s, Paisley's popular songs include "Whiskey Lullaby", "She's Everything" and "Ticks". His lyrical wit and skillful guitar playing have earned him acclaim, reflected in numerous awards, including Grammys, CMAs, and ACMs. Known for dynamic live performances and humor, Paisley is also involved in philanthropy. His influence in country music extends to his contribution to the genre's evolution while maintaining a connection to its traditional roots.

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    Born on October 17, 1958, in Newnan, Georgia, he rose to fame in the late 1980s and 1990s, becoming a leading figure in the neo-traditional country music movement. Some of his notable hits include "Chattahoochee", "Remember When" and "It's Five O'Clock Somewhere". Jackson's music reflects a connection to traditional country themes, family, and everyday life. Over the years, he has received numerous awards, including Grammy Awards, CMA Awards, and ACM Awards, solidifying his status as a respected and enduring figure in country music.

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    His career, which began in the early 1980s, is characterized by a traditional country sound and numerous hit songs like "Amarillo by Morning" and "All My Ex's Live in Texas". Strait holds the record for the most number-one hits on the Billboard Hot Country Songs chart and has received numerous awards, including Grammys, CMAs, and ACMs. His influence on country music is significant, and he continues to be a respected and enduring figure in the genre.

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    Born in Texas, he gained prominence in the 1970s and 1980s with hits like "Tulsa Time" and "I Believe in You". Williams, nicknamed "The Gentle Giant" was recognized for his mellow, emotionally resonant songs that explored themes of love and everyday life. He retired from touring in 2006, leaving a lasting legacy in country music. Don Williams passed away on September 8, 2017, but his timeless songs continue to be cherished by fans of the genre.

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    Their self-titled debut album in 1995 marked the beginning of their commercial success with the hit "No News". Lonestar continued to make an impact with albums like "Crazy Nights" (1997) and "Lonely Grill" (1999). Their 1999 ballad "Amazed" became a massive crossover hit, earning them accolades, including the ACM Single of the Year. The band has consistently produced country hits such as "Smile" "What About Now" and "I'm Already There". Despite lineup changes, Lonestar remains a prominent and enduring presence in the country music scene, known for their blend of traditional and contemporary sounds.

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    Known for his laid-back style of music, often referred to as "Gulf and Western" or "tropical rock," Buffett's breakthrough came with the 1977 album "Changes in Latitudes, Changes in Attitudes" featuring his signature song, "Margaritaville". His music, a blend of country, folk, pop, and Caribbean influences, reflects a carefree, beach-centric lifestyle. Beyond music, Buffett is an accomplished author and successful businessman with the Margaritaville brand, including restaurants, merchandise, and resorts. Celebrated for his laid-back approach and a devoted fanbase known as "Parrotheads" Jimmy Buffett has created a cultural phenomenon associated with relaxation, enjoyment, and a tropical state of mind.

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    Beginning as a bluegrass artist, he transitioned to country music and achieved success with hit singles like "Miami, My Amy" and "When You Say Nothing at All". His album "Don't Close Your Eyes" (1988) became a major success, featuring chart-topping songs such as the title track. Whitley's traditional country sound and emotive vocals garnered critical acclaim. Tragically, his promising career was cut short by his death on May 9, 1989, at the age of 33, due to alcohol poisoning. Despite his short time in the spotlight, Keith Whitley is remembered as one of country music's most talented and influential artists.

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    Her breakthrough came with the best-selling country album of all time, "Come On Over" (1997), featuring hits like "Man! I Feel Like a Woman" Known for seamlessly blending country and pop, Twain's music is characterized by catchy hooks and empowering lyrics. She continued her success with albums like "Up" (2002) and "Now" (2017), earning numerous awards. Despite personal challenges, including vocal cord issues, Shania Twain remains a celebrated and influential figure in the music industry, having also ventured into acting.

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    Beginning her career in country music, she achieved widespread success with hits like "Jolene" and "I Will Always Love You". Dolly Parton crossed over into pop music with songs like "9 to 5" and "Islands in the Stream". A prolific songwriter, she has penned numerous hits for herself and others. In addition to her musical achievements, Parton is a successful actress, philanthropist, and cultural icon, known for her warm personality and contributions to American popular culture. Her impact on the entertainment industry has earned her numerous awards, including 10 Grammy Awards and multiple Country Music Association (CMA) Awards. Dolly Parton's versatility and enduring popularity make her a beloved figure worldwide.

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    She gained widespread recognition in the late 1990s with her debut album, "Did I Shave My Legs for This?" (1996), which featured the hit single "Strawberry Wine". The song earned her critical acclaim and commercial success, including a Country Music Association (CMA) Award for Single of the Year.

    Deana Carter's music is known for its mix of traditional country elements with a contemporary twist. Following her debut success, she continued to release albums like "Everything's Gonna Be Alright" (1998) and "Father Christmas" (2001). While her later works may not have matched the commercial success of her debut, Carter has maintained a dedicated fanbase.

    Apart from her music career, Deana Carter has explored acting, appearing in TV shows and films. Her contributions to country music have solidified her as a notable figure within the genre, and her unique style continues to resonate with fans.

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    He achieved immense popularity in the folk and country music genres during the 1970s with hits like "Take Me Home, Country Roads" and "Rocky Mountain High". Beyond music, Denver was an environmental and humanitarian activist, addressing global issues in songs like "Calypso". His contributions extended to film and television, but his life tragically ended in a plane crash on October 12, 1997, at the age of 53. John Denver's enduring legacy lies in his timeless music and his commitment to environmental and social causes, making him a beloved figure in American music and beyond.

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    He played a crucial role in the late 1980s and 1990s country music scene, contributing hits like "Forever and Ever, Amen" and "Three Wooden Crosses". Travis received several awards, including Grammys, CMAs, and ACMs, and played a pivotal role in the neo-traditionalist movement in country music. Despite facing personal challenges, his impact on the genre remains significant, marking him as a key figure in country music history.

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    Rising to international fame in the late 1970s and achieving significant success in the 1980s, Easton is known for her versatile voice that spans pop, adult contemporary, and dance genres. Her notable hits include "Morning Train (Nine to Five)" and the James Bond theme song "For Your Eyes Only". In addition to her music career, Easton has made strides in acting, appearing in films, TV shows, and stage productions. With Grammy Awards and a successful career that transcends various entertainment mediums, Sheena Easton remains a prominent and multifaceted figure in the world of entertainment.

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    Rising to fame in the 1990s, she is known for her powerful voice and successful crossover into pop music. Hits like "This Kiss" and "Breathe" exemplify her ability to blend country and pop influences seamlessly. Faith Hill's emotionally charged performances have earned her numerous awards, including Grammys and Country Music Association Awards. Beyond music, she has made notable contributions to acting and philanthropy, cementing her status as one of country music's most accomplished and beloved artists. With a career spanning decades, Faith Hill remains a celebrated figure, leaving a lasting impact on the genre's evolution and cultural influence.

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    His career spanned various genres, including country, rock and roll, folk, blues, and gospel. Cash's distinctive voice and rebellious attitude contributed to his iconic status. Some of his famous songs include "I Walk the Line","Ring of Fire" and "Folsom Prison Blues". Beyond music, he became a symbol of the American outlaw spirit. His life was portrayed in the biographical film "Walk the Line" (2005). Johnny Cash passed away on September 12, 2003, leaving a lasting legacy in the music industry.

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    Rising to fame as the winner of "American Idol" in 2005, she has become one of the most successful and recognizable names in the genre. Known for her powerful vocals, dynamic stage presence, and versatile musical style, Underwood has produced chart-topping hits like "Before He Cheats" and "Jesus, Take the Wheel". Her music explores themes of empowerment and personal growth. With seven Grammy Awards and multiple CMAs and ACMs, she is celebrated for her commercial success and critical acclaim. Beyond music, Carrie Underwood has showcased her talents in acting, solidifying her status as a dominant force in country music.

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    Known for his unique voice and guitar playing, Nelson has had a career spanning several decades. His popular songs include "On the Road Again" and "Always on My Mind" Nelson is a key figure in the outlaw country movement, challenging the polished Nashville sound for a more authentic approach. Beyond music, he is involved in activism, particularly in farm aid and marijuana legalization. Nelson's enduring popularity, extensive discography, and cultural impact make him one of the greatest and most influential artists in the history of country music.

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    Known for his distinctive baritone voice and patriotic themes, Keith has enjoyed a successful career spanning several decades. He rose to prominence in the 1990s with hits like "Should've Been a Cowboy" and "How Do You Like Me Now" He continued his success with chart-topping songs such as "Courtesy of the Red, White and Blue (The Angry American)" and "As Good as I Once Was. Keith is recognized for his energetic performances and contributions to country music, earning numerous awards, including multiple Academy of Country Music (ACM) and Country Music Association (CMA) Awards. Beyond music, he has ventured into acting and business ventures.

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    The son of country music legend Hank Williams, he gained recognition in the 1960s and 1970s with hits like "Family Tradition" and "A Country Boy Can Survive". Williams Jr. has received numerous awards, including CMA and ACM Awards, and is known for contributing to Monday Night Football's theme song. Despite personal challenges, he continues to be a prominent figure in country music, maintaining a successful career that spans several decades.

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    Rising to fame in the early 1990s, Tritt's sound blends Southern rock and honky-tonk influences. His debut album, "Country Club" (1989), produced hits like "Help Me Hold On". Subsequent albums, including "It's All About to Change" (1991), featured hits like "Here's a Quarter (Call Someone Who Cares)". Tritt became a prominent figure in the "New Country" movement, known for his distinctive voice and energetic stage presence. Hits like "The Whiskey Ain't Workin'" and "Best of Intentions" have contributed to his consistent presence in country music. Beyond music, Tritt has also ventured into acting, further establishing himself as a respected and influential figure in the country music scene.

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    He began his career in the 1950s as a rock and roll artist before transitioning to country music in the 1960s. Known for his smooth voice and romantic ballads, Twitty achieved immense success in the 1970s and 1980s with hits like "Hello Darlin'" and "Tight Fittin' Jeans". His collaboration with Loretta Lynn as a duet partner produced celebrated hits, making them one of country music's iconic duos. Conway Twitty's prolific songwriting and performing skills left an indelible mark on the genre. Despite his passing in 1993, his legacy as a country music legend continues to be honored and remembered.

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    His career spanned several decades, and he is celebrated as one of the genre's most iconic figures. Known for his distinctive blend of honky-tonk, Western swing, and the Bakersfield sound, Haggard's music often reflected his troubled upbringing and encounters with the law. Hits like "Okie from Muskogee", "Mama Tried" and "Sing Me Back Home" showcased his authenticity and storytelling prowess. With over three dozen number-one hits, Haggard received numerous awards, including Grammy Awards and induction into the Country Music Hall of Fame in 1994. Beyond his musical contributions, he symbolized the working-class and rural America, leaving an enduring legacy in country music. Merle Haggard passed away on his 79th birthday, April 6, 2016.

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    He played a pivotal role in the Outlaw Country movement of the 1970s, challenging the conventions of Nashville's country music establishment.

    Known for his deep, resonant voice and rebellious spirit, Jennings achieved success with hits like "Mammas Don't Let Your Babies Grow Up to Be Cowboys" (a duet with Willie Nelson), "Good Hearted Woman" and "Luckenbach, Texas (Back to the Basics of Love)". He often collaborated with other Outlaw Country artists, including Willie Nelson, Johnny Cash, and Kris Kristofferson.

    Waylon Jennings' impact extended beyond his music, as he became a symbol of independence and authenticity in the country music scene. His refusal to conform to Nashville's standards and his focus on artistic integrity paved the way for a new era in country music.

    Jennings received multiple awards, including Grammy Awards and Country Music Association (CMA) Awards. His legacy endures not only for his chart-topping hits but also for his contributions to the evolution of country music. Waylon Jennings passed away on February 13, 2002, leaving behind a lasting impact on the genre.

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    Born in 1978 in Kentucky, he gained widespread recognition with his debut solo album, "Traveller" in 2015, blending country, rock, and blues influences. Stapleton's career began as a successful songwriter for other artists, showcasing his talent for emotionally charged lyrics. With multiple Grammy Awards and other accolades, he is celebrated for his authentic artistry and impactful contributions to country music.

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    She gained recognition with her debut album, "Girl Going Nowhere" released in 2018, featuring hits like "A Little Dive Bar in Dahlonega". Known for her powerful vocals and authentic storytelling, McBryde's music delves into real-life experiences, covering themes of resilience and heartbreak. With a raspy and soulful voice, she has received accolades such as the Country Music Association's New Artist of the Year in 2019, establishing herself as a rising star in the country music scene.

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    She gained prominence with her breakout single "Every Little Thing" in 2017, showcasing her emotive vocals and heartfelt songwriting. Pearce's music, a blend of traditional and modern country, explores themes of love, heartbreak, and personal growth. Her debut album, also titled "Every Little Thing" received positive acclaim, solidifying her status in the country music scene. With continued success and a growing fan base, Carly Pearce remains a dynamic and influential figure known for her authenticity and compelling storytelling in contemporary country music.

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    Rising to fame with the chart-topping single "Love Me Like You Mean It" in 2014, she has since become a prominent figure in the country music scene. With a blend of traditional country elements and contemporary pop sounds, Ballerini's music resonates with a wide audience. Her debut album, "The First Time" released in 2015, set the stage for her successful career, followed by albums like "Unapologetically" (2017) and "kelsea" (2020). Kelsea Ballerini is celebrated for her energetic performances and impactful storytelling, making her a leading voice in the realm of contemporary country-pop.

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    Rising to fame in the 1980s with hits like "Timber, I'm Falling in Love" and "Chains" Loveless has established herself as a respected figure in the country music scene. Her albums, including "When Fallen Angels Fly" and "The Trouble with the Truth" showcase her versatility and emotional depth as a vocalist. Patty Loveless has been honored with multiple Grammy Awards and Country Music Association Awards, highlighting her enduring impact on the genre. With a commitment to preserving traditional country roots, she remains a beloved and influential figure in the world of country music.

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    Rising to fame in the 1990s with hits like "She's in Love with the Boy" and "How Do I Live" Yearwood's soulful voice and emotive performances have earned her numerous awards, including Grammys and Country Music Association Awards. Beyond music, she has made significant contributions to acting and gained recognition for her culinary skills, authoring cookbooks and hosting a cooking show. Trisha Yearwood's enduring presence in the country music industry and her multifaceted talents have solidified her status as a respected and beloved figure in entertainment.

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    Rising to fame in the 1970s and 1980s, she achieved chart-topping success with songs like "Don't It Make My Brown Eyes Blue" which earned her a Grammy Award. Recognized for her smooth vocals and crossover appeal, Crystal Gayle has released numerous albums and garnered accolades, including ACM and CMA Awards. Her enduring presence in country music, characterized by her versatile style and signature long hair, cements her status as an influential and beloved figure in the genre.

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    With a career spanning several decades, she rose to prominence in the 1990s with hits like "Independence Day" and "A Broken Wing". Martina McBride is recognized for her powerful vocals and emotive performances, often delving into themes of empowerment and social issues in her songs. Her versatile style, encompassing country, pop, and contemporary elements, has earned her numerous awards, including CMAs, ACMs, and Grammys. Beyond music, McBride is involved in philanthropy. Her enduring impact on country music, marked by chart-topping hits and a dedicated fan base, establishes her as one of the genre's most respected and influential artists.

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    Emerging on the scene at the age of 13 with the hit "Delta Dawn" Tucker has had a prolific career spanning the 1970s and 1980s. Her versatile style, blending traditional country, rock, and outlaw country, is showcased in hits like "What's Your Mama's Name" and "Blood Red and Goin' Down". Tanya Tucker has received numerous awards, including CMAs and Grammys, solidifying her status as a respected and influential figure in country music. Known for her authenticity and enduring impact, she remains a trailblazer in the genre.

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    Hailing from Louisiana, she gained recognition with her debut album "Sayin' What I'm Thinkin'" in 2021, featuring hits like "Things a Man Oughta Know". Wilson's music blends traditional country with a modern twist, and her lyrics convey a genuine perspective on life and relationships. Praised for her powerful vocals and stage presence, Lainey Wilson has been making strides in the country music scene, earning a growing fan base and positive reviews.

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    Achieving success in the 1970s and 1980s, she produced chart-topping hits like "Sleeping Single in a Double Bed" and "I Was Country When Country Wasn't Cool". Known for her ability to blend country and pop influences, Mandrell received numerous awards, including consecutive CMA "Entertainer of the Year" honors. Her musical talents extended to playing multiple instruments, notably the steel guitar. Beyond music, Mandrell had a successful television career. Although she retired from active touring in the 1990s, Barbara Mandrell's legacy endures as a trailblazer and influential figure in country music.

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    Rising to fame as a finalist on "Nashville Star" in 2003, she has since become a leading figure in contemporary country music. Lambert's chart-topping hits, including "The House That Built Me" and "Mama's Broken Heart" explore themes of independence and empowerment. With numerous awards, including Grammys and ACM Awards, Lambert holds a prominent place in the genre. Her versatility and contributions to country music, both as a solo artist and a member of Pistol Annies, solidify her status as one of the genre's most influential and celebrated figures.

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    Her versatile talents as a singer, actress, and businesswoman have left an indelible mark on the genre. With a career spanning decades, McEntire has achieved remarkable success with hits like "Fancy" and "Does He Love You" showcasing her ability to blend traditional country, pop, and rock influences. In addition to her music achievements, she has excelled in acting with roles in TV, film, and Broadway. Awards, including CMAs and Grammys, recognize her enduring influence. Reba McEntire's commitment to philanthropy and business ventures further solidify her status as a beloved and influential figure in country music.

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    Rising to fame in the 1960s, Lynn is celebrated for her authentic storytelling and bold, honest lyrics. Hit songs like "Coal Miner's Daughter" and "You Ain't Woman Enough" reflect her ability to address the experiences of working-class women. With numerous awards, including Grammys and CMAs, she was inducted into the Country Music Hall of Fame in 1988. Loretta Lynn's influence as a trailblazer for women in country music and her enduring legacy make her one of the genre's greatest and most impactful figures.

That is the end of the list.