John Prine was an American singer-songwriter known for his witty and poignant lyrics, blending elements of folk, country, and Americana music. Born on October 10, 1946, in Maywood, Illinois, Prine gained acclaim for songs that often featured storytelling and social commentary with a touch of humor. His debut self-titled album, released in 1971, included songs like “Sam Stone” and “Angel from Montgomery,” which became classics in the folk and country genres. Throughout his career, Prine’s distinctive voice and songwriting earned him a devoted following and widespread respect among fellow musicians. He passed away on April 7, 2020, leaving behind a legacy of influential music that continues to inspire generations.
1. Angel from Montgomery
“Angel from Montgomery” is a poignant folk song written by John Prine, released on his self-titled debut album in 1971. The song is a narrative told from the perspective of a middle-aged woman reflecting on her life and dreams. It expresses longing for something more in life and a desire to escape the mundane existence of daily routines. Prine’s heartfelt lyrics and soulful delivery, coupled with the song’s gentle melody, have made “Angel from Montgomery” a beloved classic. The song has been covered by numerous artists, including Bonnie Raitt, whose rendition became particularly well-known and further popularized the song’s enduring appeal.
2. Sam Stone
“Sam Stone” is a song written by John Prine, released on his self-titled debut album in 1971. The song tells the story of a Vietnam War veteran returning home with physical and emotional scars, struggling with addiction to cope with his trauma. Prine’s lyrics are deeply introspective and compassionate, painting a vivid picture of Sam Stone’s life unraveling despite his family’s hopes and prayers. The song’s raw honesty and haunting melody resonate with the devastating effects of war and addiction, making “Sam Stone” a powerful commentary on the human cost of conflict and the challenges faced by returning veterans.
3. Hello in There
“Hello in There” is a poignant and introspective song written by John Prine. It was released on his self-titled debut album in 1971. The song tells the story of elderly individuals facing loneliness, isolation, and societal neglect. Through vivid storytelling and heartfelt lyrics, Prine captures the melancholy and humanity of aging and the importance of empathy and understanding. “Hello in There” showcases Prine’s songwriting talent and his ability to evoke deep emotions with his simple yet profound storytelling style. The song has resonated with listeners for its compassion and timeless themes, cementing its place as one of Prine’s most cherished compositions.
4. Paradise
“Paradise” is a song written by John Prine, featured on his eponymous debut album released in 1971. The song is a nostalgic and bittersweet reflection on Prine’s childhood memories of visiting his grandparents in the small town of Paradise, Kentucky. Through vivid imagery and evocative lyrics, Prine paints a picture of a once-thriving coal mining community now transformed by strip mining. “Paradise” highlights Prine’s ability to blend humor with social commentary, as he laments the environmental and cultural changes that have affected his hometown. The song’s enduring popularity has made it a beloved classic in folk and Americana music, celebrated for its storytelling and emotional resonance.
5. That’s the Way That the World Goes ‘Round
“That’s the Way That the World Goes ‘Round” is a song written by John Prine, appearing on his 1978 album “Bruised Orange.” Known for its wry humor and philosophical musings, the song reflects on life’s unpredictable nature and the absurdities of everyday existence. With its upbeat tempo and catchy melody, “That’s the Way That the World Goes ‘Round” contrasts humorous observations with deeper reflections on resilience and acceptance. John Prine’s distinctive voice and lyrical wit shine through in this song, making it a standout in his repertoire and a favorite among fans of folk and Americana music.
6. In Spite of Ourselves
“In Spite of Ourselves” is a humorous and tender duet written by John Prine, released on his 1999 album of the same name. The song features Prine collaborating with country singer Iris DeMent, blending their voices in a playful and heartfelt manner. The lyrics describe a quirky and imperfect couple who, despite their flaws and differences, find love and companionship in each other. With its catchy melody and witty lyrics, “In Spite of Ourselves” celebrates the quirks and nuances of relationships, highlighting Prine’s knack for storytelling and his ability to capture authentic human emotions with charm and humor.
7. Christmas in Prison
“Christmas in Prison” is a song written and performed by John Prine, appearing on his 1973 album “Sweet Revenge.” It’s a contemplative and melancholic song that reflects on spending Christmas behind bars. Prine’s storytelling prowess shines through as he narrates the longing and nostalgia felt during the holiday season, juxtaposed with the stark reality of being incarcerated. The song’s gentle melody and Prine’s emotive vocals convey a sense of loneliness and yearning for freedom and human connection. “Christmas in Prison” has been praised for its poignant lyrics and heartfelt portrayal of the human experience, resonating deeply with listeners over the years.
8. Souvenirs
“Souvenirs” is a song by John Prine, featured on his 1972 album “Diamonds in the Rough.” It’s a reflective and nostalgic ballad that explores themes of memory, loss, and the passage of time. In “Souvenirs,” Prine sings about sorting through old keepsakes and mementos, each triggering memories of past loves and experiences. The song’s poignant lyrics and gentle melody capture the bittersweet essence of reminiscing and coming to terms with life’s changes. Prine’s evocative storytelling and heartfelt delivery make “Souvenirs” a standout track in his discography, showcasing his ability to blend introspection with timeless folk and country influences.
9. All the Best
“All the Best” is a song by John Prine, featured on his 1991 album “The Missing Years.” The song is a farewell ballad filled with bittersweet sentiment, where Prine wishes well to someone as they part ways. It’s characterized by its gentle melody and heartfelt lyrics, showcasing Prine’s ability to convey deep emotions with simplicity and grace. “All the Best” has been praised for its sincerity and universal appeal, resonating with listeners who have experienced farewells and transitions in life. The song reflects Prine’s gift for storytelling and his unique ability to capture poignant moments in his music.
10. Illegal Smile
“Illegal Smile” is a song by John Prine, appearing on his self-titled debut album released in 1971. The song is known for its whimsical and humorous lyrics, where Prine sings about finding solace and laughter through an “illegal smile” when life gets tough. Despite the title, the song doesn’t explicitly refer to drug use but rather to the simple joy and escape found in a smile during challenging times. “Illegal Smile” reflects Prine’s unique ability to blend wit with introspection, capturing the spirit of counterculture and the folk music scene of the 1970s. The song remains a beloved favorite among Prine’s fans for its clever wordplay and lighthearted charm.