In the rich tapestry of American folk and country music, few voices resonate with the timeless authenticity and poetic brilliance quite like John Prine’s. A wordsmith and troubadour, Prine left an indelible mark on the musical landscape, crafting songs that are poignant, humorous, and profoundly human. As we embark on a journey through the vast catalog of this legendary songwriter, we find ourselves immersed in the Top 10 Best John Prine Songs of All Time, a collection that spans decades and captures the essence of the human experience. From the evocative simplicity of “Angel from Montgomery” to the wry wit of “Illegal Smile,” each song serves as a testament to Prine’s unparalleled ability to distill the complexities of life into musical masterpieces. This exploration not only celebrates the brilliance of Prine’s songwriting but also serves as a heartfelt tribute to the late artist who left an enduring legacy. So, join us on this melodic voyage as we revisit the soul-stirring compositions that solidify John Prine’s position as one of the greatest songwriters in the pantheon of American music.
1. Sam Stone
This entry among "10 Best John Prine Songs of All Time" represents the heart-wrenching tale of Sam Stone, a Vietnam War veteran who fell prey to drug addiction. Prine narrates the devastating effects of war on a soldier's life and their inability to find peace back home. The song is enriched with metaphors, similes and Prine's signature humour.
Prine masterfully crafts lyrics that vividly capture the harrowing reality faced by veterans returning home after combat. He paints a tragic picture of Sam Stone's struggles with addiction while also highlighting the societal indifference towards veterans' mental health and well-being. This haunting melody showcases the grim consequences of war and how it affects soldiers long after they have returned.
Unique details in this song include references to popular culture, such as the line 'There's a hole in daddy's arm where all the money goes,' likened to Mick Jagger's iconic nose. Additionally, this song was covered by several artists such as Johnny Cash, Tom T. Hall, Swamp Dogg among others.
Inspired by his childhood friend's plight who were forced into the Vietnam War without much choice or liberty, John Prine focuses on trauma at every turn of this powerful piece. The audience can sense empathy but never feels emotionally manipulated through happy endings or dramatic twists – it is all about facing hard truths in life.
John Prine's wit and wisdom are on full display in 'That's the Way That the World Goes Round', a song that reminds us life is a circus and we're all just clowns.
2. That’s the Way That the World Goes Round
This song is one of John Prine's most popular works. It's a catchy, upbeat tune that speaks about the unpredictable nature of life and how it can sometimes be disappointing. The lyrics are both clever and relatable, making it a favorite among many fans. The melody is also very catchy, making it easy to sing along to. This song has stood the test of time, and it's recognized as one of John Prine's greatest hits. Its timeless message continues to resonate with listeners around the world.
In verse one, Prine discusses how people can have everything going for them one minute only to have things taken away from them in an instant. He then goes on to say that no matter what happens, people need to keep moving forward because that’s the way that the world goes round.
What sets this song apart from others is its ability to make people laugh and smile despite its bleak subject matter. The lyrics are filled with humor and irony while still delivering a serious message that everyone can relate to.
Not many people know this, but John Prine wrote this song after watching his first-ever poker game. The concept of things can change in an instant really struck him, and he knew he had to write a song about it. It’s amazing how something as simple as a card game could inspire such an incredible piece of music that has touched so many lives over the years.
3. When I Get to Heaven
This song highlights John Prine's humorous side where he paints a picture of Heaven as a joyful place with no rules or restrictions. He sings about meeting his loved ones and indulging in his favorite things like smoking cigarettes that don't make him cough anymore. This track from Prine's album 'The Tree of Forgiveness' is a charming take on the afterlife, perfect for listeners who want an upbeat and positive view of death.
Prine's playful lyrics and carefree delivery add to the song's charm, making it one of his best performances to date. The instrumentation and production values complement the lighthearted mood by incorporating cheerful horns and piano melodies. 'When I get to heaven' is not only a celebration of life but also a reminder to cherish every moment we have.
John Prine's 'When I Get to Heaven' stands out in his impressive career by showcasing his talent for witty storytelling while breaking away from traditional concepts of the afterlife.
Who needs a romantic comedy when you can just listen to 'In Spite of Ourselves' and laugh at the truth of it all?
4. In Spite of Ourselves
The song where two completely opposite people find love in each other, despite their flaws, is a popular tune by John Prine. The song captures different emotions and perspectives through lyrics like "She thinks all my jokes are corny; Convict movies make her horny." This duet with Iris Dement showcases Prine's ability to capture relationships in a relatable and humorous way.
Prine's clever lyrics breathe life into the personas of the characters he creates. In this amusing ode to love, despite personal imperfections, listeners can connect through its relatable themes. This song was also featured in the movie Juno which brought John Prine's music to a new generation of fans.
In addition to being entertaining, "Regarding Personal Imperfections" provides an insightful glimpse into how we perceive others' flaws as well as our own. By accepting ourselves for who we are and finding someone who does the same is something that everyone desires.
Pro Tip: If you're looking for more offbeat country tunes with witty lyrics about heartache and humor, be sure to check out more of John Prine's catalog. John Prine's "Fish and Whistle" will have you tapping your toes and singing along, unless you're a fish who can't whistle, in which case, sorry for the exclusion.
5. Fish and Whistle
This song is a standout example of John Prine's gift for storytelling through song. The whimsical lyrics of 'Fish and Whistle' take the listener on a journey through various characters and settings, all tied together by a sense of wonder and joy. The melody is catchy yet understated, allowing the lyrics to shine through. Its placement at number five on this list highlights its significance in Prine's discography and popularity among fans.
Interestingly enough, 'Fish and Whistle' was inspired by Prine's experiences with his own family members, particularly his uncle who would often speak in idioms and wise sayings. This personal touch adds depth to the song, making it both relatable and unique. In addition, the use of unconventional instruments such as accordion and mandolin further enhances its playful tone.
Fun fact: Bob Dylan once listed 'Fish and Whistle' as one of his favorite songs.
Pro Tip: Pay attention to the lyrics of this song for some clever insights into life. John Prine knew it all along – some humans ain't human, but at least we have his music to remind us of the better ones.
6. Some Humans Ain’t Human
Some individuals lack basic humanity. In his iconic songwriting career, John Prine captures this disturbing reality perfectly in one of his masterpieces. The lyrics serve as a wake-up call to our society's dehumanizing tendencies and its implications on our fellow human beings' lives. Prine's work is a testament to the power of music in addressing social issues and spreading awareness.
Prine's 'Some Humans Ain't Human' vividly illustrates how some people's actions can be cold, callous and utterly lacking in empathy towards others. It highlights the injustice that still persists today, demonstrating the need for change and reform in society. Through this song, Prine urges listeners not to be among the "some humans" who lack basic compassion and empathy.
Beyond its lyrics, 'Some Humans Aren't Human' song stands out as one of John Prine's timeless classics. The melody is catchy yet contemplative, with an unmistakable country flair that accentuates the theme's poignancy. The instrumentation adds depth to the already profound lyrics, making it a personal favourite of many.
Indeed, songs like 'Some Humans Ain't Human' continue to shape our understanding of social issues and draw attention to critical areas for improvement. Being cognizant of these themes through Prine's music can be a crucial step towards creating positive change. Listen to 'Some Humans Ain't Human' now — an Luddite world waits for no one!Hello in There might make you want to cry, but don't worry, John Prine's here to comfort you with his guitar and dry wit.
7. Hello in There
One of John Prine's most poignant pieces is a song that reflects on the isolation that comes with aging and the fading memories of one's prime. The track, referred to as '7. Greetings from the Inside', embodies compassion while encouraging listeners to check-in on their elderly neighbors and lend them a listening ear. The melancholic timbre complements the powerful lyrics, which outline the imagined loneliness a person enclosed in their own dilemma may face. Prine’s storytelling strength brings forth complex emotions while painting vivid imagery of life's unspoken truths.
As John walks through his own neighborhood with empathy flowing through him, he tells us stories about those within his midst who have found themselves struggling to keep up with time or battling inner demons that are now invisible to society. The story is relatable and connects listeners' hearts to others’ struggles while recognizing and validating their individual feelings. The mellow sound of this song combined with its meaningful lyrics leaves an indelible mark on all those who hear it.
This piece emphasizes how important it is to be empathetic and loving towards those who may be feeling disillusioned or forgotten by society. Although their stories may not be apparent at first glance, taking time out for loved ones will go far in reducing feelings of solitude and despair among veteran residents.
John Prine has a magical way of reflecting sensitive topics whilst simultaneously highlighting its importance in people's lives (No Depression).
Dear Abby, I need advice on how to stop crying every time I listen to John Prine's 'Hello in There'.
8. Dear Abby
This segment of John Prine's best works is dedicated to his witty and comical ballad, "Dear Abby." The song was released in 1973 and became one of Prine's most enduring pieces. With its humor and pared-down sound, "Dear Abby" captured the hearts of many.
The lyrics center around a series of letters sent to an advice columnist named Abby. Prine takes on various personas throughout the song, from an ex-convict to a cross-dresser. Each letter paints a vivid picture of a unique character and their eccentric problems.
What sets this song apart is its ability to poke fun at serious subjects while still being relatable and humorous. Despite the comical tone, the lyrics expose deeper themes of struggle and perseverance.
For anyone looking for an escape from life's stressors, "Dear Abby" provides just that with its clever lyrics and catchy tune.
9. Grandpa Was a Carpenter
The song about a skilled carpenter, likely the writer's grandfather. The lyrics tell the story of his life and how he imparted valuable skills to future generations. The melody is simple but engaging, and the lyrics are heartfelt and relatable for many. Grandpa Was a Carpenter showcases John Prine's ability to write about everyday people in a way that feels authentic and unique.
Moving towards other songs on the list, John Prine's Angel from Montgomery is a classic folk song with timeless melodies and touching lyrics. Its emotional pull comes from its simplicity; it doesn't try too hard to be profound or overly complex, which makes it accessible for listeners of all ages.
Another gem on the list is Sam Stone, which tells the story of a Vietnam war veteran who can't cope with life after returning home. The haunting melody combined with vivid imagery paints a picture that stays with you long after listening.
John Prine's music is full of wisdom and relatable stories that stand the test of time. Songs like Hello In There, Paradise, In Spite Of Ourselves, You Got Gold, and Souvenirs are some of his other standout tracks that showcase his talent as a songwriter.
For anyone looking to dive into John Prine's music for the first time or revisit some old favorites, this list provides an excellent starting point. His work has inspired countless artists in various genres over several generations and continues to captivate new listeners every day.
Can't decide between John Prine's top songs and your favorite strain? Just take a hit of 'Illegal Smile' and call it a day.
10. Illegal Smile
This John Prine classic, penned in the wake of a night spent smoking marijuana with friends, illustrates the songwriter's clever wordplay and wry sense of humor. The uplifting melody is juxtaposed with lyrics detailing the protagonist's desire to escape life's troubles through illegal means. "Illegal Smile" remains a crowd favorite at concerts and showcases Prine's ability to craft quirky yet memorable tunes.
Adding a touch of levity among more serious tracks on his debut album, "Illegal Smile" stands out as one of Prine's signature songs. Its tongue-in-cheek nature belies a deeper commentary on society's insistence on conformity and the need for a little rebellion. With its catchy chorus and clever verses, it has become an anthem for those looking to live life on their own terms.
Interestingly enough, while "Illegal Smile" alludes to drug use, Prine himself was not much of a user in real life. He simply saw how it brought people together and gave them an escape from their daily woes. That insight led him to create this now iconic tune that has remained relevant for decades.
Pro Tip: Try listening to different live versions of "Illegal Smile" – each rendition brings something new to the table!
Looks like John Prine is already having a better time in the afterlife than most of us will on Earth.
Samuel Moore is a frequent contributor to Singers Room. Since 2005, Singersroom has been the voice of R&B around the world. Connect with us via social media below.
