From Stage to Heaven: Remembering Country Icons We’ve Lost Since 2020

Icons & Personalities
By Samuel Cole

Country music has always been a genre rooted in storytelling, emotion, and authenticity. Over the past few years, the country world has said goodbye to several beloved artists whose voices and contributions left a lasting impact. From legendary pioneers to contemporary stars, here’s a tribute to the country singers we’ve lost from 2020 to today.

1. Charley Pride (1934–2020)

© The Christian Science Monitor

Charley Pride was a trailblazer in every sense, becoming the first Black superstar of country music. Known for his hit “Kiss an Angel Good Mornin’,” Pride broke racial barriers in Nashville, paving the way for future generations. His smooth voice and heartfelt songs won over fans worldwide, making him a beloved icon.

In December 2020, Pride passed away from complications related to COVID-19, leaving a legacy of courage and musical brilliance. Fans remember him not only for his talent but also for his humility and grace. His impact on country music is profound and lasting.

2. Joe Diffie (1958–2020)

© NPR

Joe Diffie was a cornerstone of 90s country music, known for honky-tonk hits like “Pickup Man” and “John Deere Green.” His lively performances and relatable lyrics resonated with audiences, earning him a special place in country radio.

Diffie passed away in March 2020 due to COVID-19. His legacy is filled with light-hearted and heartfelt songs that continue to bring joy to listeners. Fans cherish his contributions to the genre, remembering him as a vibrant performer who brought fun and authenticity to every stage he graced. His music lives on, touching hearts everywhere.

3. Kenny Rogers (1938–2020)

© People.com

Kenny Rogers transcended genres, with classics like “The Gambler” and “Islands in the Stream.” His gravelly voice and crossover appeal made him a household name, loved by fans across the globe.

In March 2020, Rogers passed away peacefully at age 81. His music career spanned decades, leaving a significant mark on both country and pop music. Fans admired his ability to tell stories through song, making each performance memorable. Rogers’ legacy is one of love and musical innovation, reflecting his passion and dedication to the art form.

4. Naomi Judd (1946–2022)

© Rolling Stone

Naomi Judd, half of the iconic mother-daughter duo The Judds, was instrumental in shaping 80s country music. Hits like “Mama He’s Crazy” showcased her deep, emotive voice and close harmony with her daughter Wynonna.

In April 2022, Naomi passed away just a day before The Judds were inducted into the Country Music Hall of Fame. Her influence on the genre is timeless, as she brought warmth and realness to her performances. Fans remember her not only for her music but also for her advocacy for mental health, making her a cherished figure beyond the stage.

5. Loretta Lynn (1932–2022)

© Entertainment Tonight

Loretta Lynn, known as the Coal Miner’s Daughter, was one of country music’s most fearless songwriters. Her hits, like “Fist City” and “You Ain’t Woman Enough,” gave voice to generations of women, earning her legendary status.

She passed away in October 2022, leaving behind a legacy of raw storytelling and authenticity. Fans admired her ability to tackle complex themes with grace and wit. Lynn’s music continues to inspire, as she remains a beacon of empowerment and resilience. Her influence on country music is as profound as it is enduring.

6. Mickey Gilley (1936–2022)

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Mickey Gilley was a major force in the urban cowboy movement of the 80s. Blending honky-tonk roots with a pop-friendly sound, he captured audiences with his energetic performances.

Gilley passed away in May 2022, but his influence continues to be felt. He was not only a talented musician but also the proprietor of Gilley’s, a bar that became a cultural landmark. Fans remember him for his contributions to country music and for creating spaces that celebrated the genre. His legacy is as vibrant and dynamic as his music.

7. Jeff Carson (1963–2022)

© Taste of Country

Jeff Carson, a 90s country singer, was best known for hits like “Not On Your Love” and “The Car.” His heartfelt ballads resonated with many, earning him a dedicated fan base.

Carson passed away in March 2022 from a heart attack, but his music still speaks volumes. After his initial music career, he joined law enforcement, demonstrating his commitment to service. Fans remember him not only for his musical talent but also for his dedication to his community. His songs continue to touch hearts, reflecting his genuine and heartfelt nature.

8. Tom T. Hall (1936–2021)

© Country Music Hall of Fame and Museum

Tom T. Hall, affectionately known as “The Storyteller,” was a master of crafting songs that told vivid tales. With hits like “Harper Valley PTA,” he influenced generations of songwriters.

Hall passed away in August 2021, leaving behind a rich songwriting legacy. His ability to weave narratives into music set him apart, making his work timeless. Fans and fellow musicians alike admired his storytelling genius. His songs continue to inspire, serving as a testament to his creativity and insight into the human experience.

9. Billy Joe Shaver (1939–2020)

© Austin American-Statesman

Billy Joe Shaver was a key figure in the outlaw country movement, known for his rough-edged songs full of grit and grace. His beloved song “Live Forever” has become an enduring tribute.

Shaver passed away in October 2020 following a stroke. He was celebrated for his raw honesty and storytelling prowess, earning him a loyal following. Fans appreciate his ability to capture life’s struggles and triumphs in song. His influence on the genre is considerable, and his music continues to resonate with those who seek authenticity and depth.

10. Toby Keith (1961–2024)

© Variety

Toby Keith, with a career spanning decades, left an indelible mark on modern country music. Known for hits like “Courtesy of the Red, White and Blue” and “Should’ve Been a Cowboy,” Keith was a formidable presence.

He passed away in early 2024 after a battle with stomach cancer. Keith was celebrated for his powerful and patriotic music, which resonated with fans across the country. His legacy is marked by boldness and a deep connection to his audience. Fans remember him not just for his music but for his unwavering spirit and dedication to his craft.

11. Kris Kristofferson (1936– 2024)

© Wikipedia

Kris Kristofferson was a renaissance man in the world of country music, leaving an indelible mark with his storytelling prowess and raw, emotional performances. As a singer-songwriter, he penned classics like “Me and Bobby McGee,” earning admiration from peers and fans alike. Kristofferson’s deep voice and introspective lyrics resonated with audiences across generations.

Beyond music, his acting career showcased his versatility, with roles in films like “A Star is Born.” His contributions spanned decades, influencing countless artists. Even in his later years, Kristofferson’s passion for music shone brightly, inspiring many to chase their dreams despite challenges.