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Rolling Stone's 500 Greatest Songs
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Rolling Stone's 500 Greatest Songs

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This exclusive podcast from Rolling Stone tells the stories behind the “500 Greatest Songs of All Time." Hosts Brittany Spanos and Rob Sheffield dissect Rolling Stone's iconic list and explore the magic and mythology behind the songs on this in-depth new series. From classics like Fleetwood Mac’s “Dreams” to The Ronettes' “Be My Baby,” and modern-era hits like The Killers' “Mr. Brightside,” and Britney Spears' “...Baby One More Time," we talk to artists and insiders about what makes these the greatest songs of all time.
26 Episodes
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When Donna Summer was recording her album I Remember Yesterday, she wanted each song to evoke a different decade. "I Feel Love" was meant to represent the future of music, and as time has gone on, that label has been proven to be a prophecy. Co-produced by Giorgio Moroder and Peter Bellotte, "I Feel Love" is a hypnotic, ethereal piece of synth music that’s left an incomparable mark on music that still lingers to this day. From the house and techno movement to pop and R&B, Summer's song opened new doors and is still wildly beloved and popular on the dancefloor. On this week’s episode, hosts Rob Sheffield and Brittany Spanos celebrate Donna Summer’s massive impact on pop, R&B, electronic music and beyond and are joined by Bruce Sudano, Summer's husband, who began dating Summer around the time she recorded the song.See omnystudio.com/listener for privacy information.
It took two years for Nicki Minaj to take over the world. Following her 2009 mixtape Beam Me Up Scotty, she caught the attention of Lil Wayne who signed her. Minaj quickly became ubiquitous, taking over the charts and winning over rap heavyweights and pop divas with her next level guest verses. It was Nicki’s debut album Pink Friday and single “Super Bass” that made her a force to be reckoned with across the board. Her pop pivot was a huge risk, especially as she pulled double duty singing and rapping on the hit. But it paid off: the song was her first Top 10 single and became the highest charting song by a female rapper since Missy Elliott’s “Work It.” Joining us to discuss the song’s impact and the ups and downs of Minaj’s legacy is Rolling Stone staff writer Mankaprr Conteh.See omnystudio.com/listener for privacy information.
When OutKast dropped “Ms. Jackson” in the fall of 2000, the world was stunned. Nobody had ever heard a hip-hop song that sounded anything like this. But there’s never been anybody like OutKast before. On this week’s episode, hosts Rob Sheffield and Brittany Spanos discuss “Ms. Jackson,” and how it fits into the long illustrious OutKast story. They’re joined by their brilliant Rolling Stone colleague Simon Vozick-Levinson as they break down this song, its timeless appeal and the mighty legacy of OutKast.See omnystudio.com/listener for privacy information.
One thing Cher's career has never been is predictable.This week, hosts Rob Sheffield and Brittany Spanos celebrate Cher's incredible legacy with her 1998 hit and best-selling song "Believe" as the focal point. They are joined by artist and DJ Bright Light Bright Light who opened for Cher on tour several years ago and has been a lifelong fan of the legend.See omnystudio.com/listener for privacy information.
Only a few rare songs ever turn into pop classics. But this one turned into a classic twice. “Killing Me Softly” not only made Rolling Stone’s list of the 500 Greatest Songs of All Time with the 1973 Roberta Flack hit at Number 273, but also with the 1996 Fugees hit which comes in at Number 359. It’s the only song on the list that appears in two different versions. On this week’s episode, hosts Rob Sheffield and Brittany Spanos discuss the long-running story of “Killing Me Softly,” and how both these different versions just keep growing in stature over the years. They’re joined by their brilliant Rolling Stone colleague David Browne, breaking down how a Seventies pop ballad became a Nineties hip-hop smash, and why both versions remain universally beloved.See omnystudio.com/listener for privacy information.
BTS were already massive in their native South Korea in 2017 when they scored one of their defining hits, the emotional ballad “Spring Day.” It was a poignant tale of grief and loss. Three years later, “Dynamite” showed a totally different extreme of their music, going for dance-floor kicks. The Chic-style disco rush of “Dynamite” was a blast of sunshine, during the bleak days of the pandemic in the summer of 2020. But different as they are, both songs show how BTS became international superstars, breaking beyond the world of K-pop and conquering the planet. On this week’s episode, hosts Rob Sheffield and Brittany Spanos discuss “Dynamite” and “Spring Day,” and how they display different sides of BTS’ music. They’re joined by journalist Michelle Hyun Kim to break down the BTS phenomenon: how it began, how it grew, how it spread worldwide, and how these songs play different—but complementary—roles in the group’s story.See omnystudio.com/listener for privacy information.
Coming in at #91 on Rolling Stone’s Greatest Songs of All Time list, this week hosts Rob Sheffield and Brittany Spanos discuss "Int'l Players Anthem" with special guest Bun B. The surviving member of UGK details the fateful way the song came together with OutKast including how their iconic video almost didn't happen. Bun B sings the praises of his UGK partner Pimp C, who died six months after "Int'l Players Anthem" was released as a single. He credits Pimp C's musical intuition with seeing the potential for the song’s sample, which ended up being an accurate prediction. Plus, the rapper notes how impactful the video has been on the song's legacy.See omnystudio.com/listener for privacy information.
There are all other songwriters, and then there is Carole King. Nobody’s ever had an epic career quite like the Brooklyn girl who spent the Sixties writing classic hits for other artists—then spent the Seventies writing her own.    With her 1971 solo classic Tapestry, she set the standards that all young singer-songwriters still aspire to reach. She’s always gone her own way as a performer, a composer, and an environmental activist. When Taylor Swift inducted King into the Rock and Roll Hall of Fame in 2023, she simply called her “the greatest songwriter of all time.”    On this week’s special episode, hosts Brittany Spanos and Rob Sheffield are joined by the queen herself: Carole King. She tells the story of how she got started in songwriting, how she fell in love with making music, and how her artistry changed over the years as her life did. Our hosts also discuss the legend that is Carole King, why they idolize her, and how she changed all the rules of pop music with Tapestry and “It’s Too Late.” See omnystudio.com/listener for privacy information.
Daddy Yankee’s original plan was to become a baseball player. However when a stray bullet hit him at age 17, he pivoted to focusing on his other passion: music. The Puerto Rican star ended up becoming an integral part of the creation and explosion of reggaeton, a Spanish-language genre that fuses dancehall and soca with hip-hop.  It was his 2004 breakout hit “Gasolina” and album Barrio Fino that helped bring reggaeton worldwide, breaking the seal for it to become the most popular genre of music in the world and for Daddy Yankee to become its most influential artist. “Gasolina” was just the start for Daddy Yankee, who has gone on to create many more decades of innovative, fresh and extremely popular music for every club and block party around the world. On this week’s episode hosts Rob Sheffield and Brittany Spanos discuss the success of “Gasolina” and are joined by their Rolling Stone colleague, Julyssa Lopez, who wrote a 2022 cover story on Daddy Yankee. Together they dive into Daddy Yankee's career and the evolution of reggaeton, highlighting its rise to global dominance.See omnystudio.com/listener for privacy information.
The Kinks were heading into uncharted territory in the Sixties. The London rockers blew up in the early days of the British invasion, topping the charts with violently rowdy bangers like “You Really Got Me.” But Ray Davies began to explore a new kind of introspective songwriting, telling stories of everyday heartbreak. “Waterloo Sunset” is his artistic triumph: the delicate 1967 ballad of a lonely man by a train station, watching lovers from his window.  This one-time cult favorite has become The Kinks’ most beloved classic, setting a standard that all kinds of songwriters aspire to reach. On this week’s episode hosts Rob Sheffield and Brittany Spanos are joined by their Rolling Stone colleague Kory Grow, to explore the mystery of how such a quiet song has just kept growing more beloved and influential over the years.See omnystudio.com/listener for privacy information.
Rob Base never thought “It Takes Two” would become a massive hit. He and DJ E-Z Rock were just aiming to make a neighborhood party record, straight from the streets of Harlem, to get bodies moving in their local clubs and skating rinks. But “It Takes Two” blew up into a monster hit around the world, forever changing hip-hop. The music business was shocked when this raw rap anthem crashed into the U.S. Top 40, with zero crossover or compromise. “It Takes Two” transformed history, yet it’s also a dance-floor banger that never fails to light up a wedding or party. This song changed the way people thought about hip-hop, at a time when it was still considered a fad; it also altered the way people thought about sampling, reviving James Brown for a new era. On this week’s episode hosts Rob Sheffield and Brittany Spanos discuss how “It Takes Two” changed pop history, and why it lives on. They’re also joined by a special guest: Rob Base himself, as he tells the story of how the song came together. But like everyone else, Base was stunned when their street beats conquered the world.  See omnystudio.com/listener for privacy information.
Gladys Knight and the Pips were two decades into their career when they released their signature song, “Midnight Train to Georgia”. Formed in 1952, the legendary band was comprised of Gladys Knight, her brother Bubba Knight and their cousins William Guest and Edward Patten. They were originally signed to Motown Records in1966 but found their time on the label to be an uphill battle, with acts like Marvin Gaye, the Temptations and the Supremes given priority. Their eventual 1973 signing to Buddha Records ended up giving them an unexpected fresh start. For their debut single on the label, they recorded a new version of Jim Weatherly's folky track "Midnight Plane to Houston,” pulling from a Cissy Houston cover of Weatherly's song that had already changed the city and mode of transportation in the title. The rest is history, with "Midnight Train to Georgia" becoming the group's biggest and most signature track.  On this week’s episode our hosts are joined by the song's engineer and mixer Ed Stadium, who shares the fascinating history of how this song came together, as well as an alternate version of the song from his archives. Listen in as they explore why this track remains a standout in the group's illustrious career and the emotional depth that Gladys Knight's voice brings to the song.See omnystudio.com/listener for privacy information.
In 2003, the Yeah Yeah Yeahs were not only emerging as one of the most stellar bands in a particularly thrilling New York rock scene, but also as one of the most exciting bands in the world. Their breakout hit "Maps" would be a major pop crossover moment, joining the lexicon of great and timeless rock and roll love songs. At the band's helm was Karen O, the firecracker of a lead vocalist whose songwriting, style and stage presence has influenced an ever-growing list of rock and pop stars in her wake. She met drummer Brian Chase while attending Oberlin and later connected with guitarist Nick Zinner at NYU. When the three combined forces in 2000, it would lead to the arty-punk tour de force that was their debut album Fever to Tell and some of the most talked about gigs around NYC during the Meet Me in the Bathroom era. On this week’s episode hosts Rob Sheffield and Brittany Spanos discuss "Maps" by the Yeah Yeah Yeahs and are  joined by their brilliant colleague Julyssa Lopez to meditate on what makes the song (and its legendary video) so iconic, while also breaking down Karen O's legacy as one of the great vocalists and frontpeople in rock history.See omnystudio.com/listener for privacy information.
Drake has always been a magnet for attention. His strange journey has taken him from teen fame on Degrassi to blockbuster rap stardom. In 2024, his beef with Kendrick Lamar has blown up into one of the all-time biggest hip-hop beefs. They went from zero to 100 real quick, sending deadly insults and accusations back and forth. Yet he’s also still Drake, the pop icon and the certified loverboy who sings emo ballads like the 2015 classic “Hotline Bling.” When “Hotline Bling” dropped, it felt like a victory lap—after a year of hip-hop flexes, he felt confident enough to sing his most vulnerable soul ballad, pining over an ex who’s doing fine without him. Obviously, in 2024 Drake is in a totally different place. He hasn’t been in his feelings over his exes’ vacation photos lately. Instead, he’s caught up in a rap beef of historic proportions. On this week’s episode hosts Rob Sheffield and Brittany Spanos discuss Drake’s career, “Hotline Bling,” and the Kendrick beef. They’re joined by their brilliant colleague Jeff Ihaza to talk about “Hotline Bling” and its place in the Drake story. Jeff also helps us break down the context of Drake’s hip-hop status in 2015, and how that influenced how the world heard “Hotline Bling.See omnystudio.com/listener for privacy information.
On this week’s episode hosts Brittany Spanos and Rob Sheffield break down Jeff Buckley's "Grace" as well as his much-too-short career due to his tragic passing at age 30. The pair are joined by Rolling Stone senior writer David Browne, who penned the 2001 biography about Jeff and his father Tim Buckley titled Dream Brother: The Life and Music of Jeff and Tim Buckley. Browne had been an early fan of the younger Buckley, having been one of the singer's first interviews. In the early Aughts, Buckley’s heartbreaking cover of Leonard Cohen's "Hallelujah" became a radio staple and minor hit for the singer. Upon the release of his debut album however, Grace performed poorly and received mixed reviews, with Buckley's emotional intensity being a turn-off to some critics and listeners. When Buckley died it felt like a young singer-songwriter's promising, burgeoning career was cut much too short. At the time of his death, Buckley's place in music was still unclear. No one could have anticipated that three decades on, Buckley would more famous than ever. Thanks to the internet, millennial and now Gen Z fans have emerged as a massive audience for Buckley's music. His sweeping romanticism mixed with the lore surrounding his passing has made him a tragic hero of sorts, on par with Kurt Cobain, Elliott Smith and River Phoenix. Buckley not only showed incredible promise as a songwriter but also as an interpreter of great music, and there was so much more he was working to showcase on his sophomore album, which ended up being released posthumously.See omnystudio.com/listener for privacy information.
Anyone who’s heard The Killers' "Mr. Brightside" has an almost Pavlovian response to the song's opening lines. It's hard to go anywhere in the world without watching a room or crowd immediately sing along to the synth-rock classic. First released in 2003, the group's unique sound mixed with Brandon Flowers' New Wave vocal delivery helped make this song about jealousy, deception and calling a cab one of the most irresistibly catchy hits in pop history. On this week’s episode, hosts Brittany Spanos and Rob Sheffield discuss the story of “Mr. Brightside,” breaking down the song’s gargantuan global success. From the Eighties pastiche of Hot Fuss to the song's entry into the pantheon of wedding DJ must-plays, the hosts unpack what it is about this single that has kept it charting in the UK for over 400 weeks. Later in the episode Rob and Brittany are joined by mixing engineer Mark Needham, who was working with members of Fleetwood Mac when he got the call to work with this burgeoning Las Vegas band. Needham was instrumental in developing the band and shares technical details about the recording process, the song's distinctive sound, and anecdotes about working with The Killers during their early days.See omnystudio.com/listener for privacy information.
On this week’s episode of Rolling Stone’s 500 Greatest Songs, hosts Brittany Spanos and Rob Sheffield discuss the story of “Be My Baby,” breaking down the song’s massive impact on pop history. The song comes in at #22 on Rolling Stone’s list and is as universal as a pop song can be. It’s the song that made Ronnie Spector a timeless rock & roll legend, a teenage girl from Spanish Harlem who packed a lifetime of raw power into three minutes. Ever since Ronnie belted “Be My Baby” in 1963, it’s been the classic that sums up the whole Sixties girl-group era, with Phil Spector’s lavish Wall of Sound production – but it’s never left the airwaves. It’s been the foundation for artists from Brian Wilson to Bruce Springsteen to Lana Del Rey. You hear it everywhere, from Scorsese movies to goth clubs to hair metal, from the Ramones to Beyoncé. This week Rob and Brittany are joined by a true legend: Jeff Barry, who co-wrote “Be My Baby.” The Barry/Greenwich team cranked out a host of Sixties girl-group smashes for stars like the Crystals (“Then He Kissed Me”), the Dixie Cups (“Chapel of Love”), the Chiffons (“I Have a Boyfriend”), and the Shangri-Las (“Leader of the Pack”). Barry discusses the making of “Be My Baby,” the early Brill Building songwriting days, and his long career from pop to soul to country.See omnystudio.com/listener for privacy information.
Even before Beyoncé kicked off her solo career, it was clear that she was a legend-in-the-making. As the de facto leader of Destiny's Child, she was a guiding light for the girl group and helped shepherd them to stardom in both the pop and R&B spaces. The group was at their height (and still very much together) as she launched her solo career, first with "Work It Out" for the Austin Powers in Goldmember soundtrack but with more gusto on "Crazy in Love. "Crazy in Love" served as the lead single for Beyoncé's debut solo album Dangerously in Love. The song was written in two hours and became a Number One hit the same week Dangerously in Love topped the albums chart. Beyoncé has developed significantly as an artist since then with her last two albums, Renaissance and Cowboy Carter, being prime examples of how she’s still growing and finding new ways to master her artistry even two decades after the world first got a taste of who Beyoncé was on her own. On this week’s episode hosts Rob Sheffield and Brittany Spanos discuss Beyoncé's career trajectory and how the superstar ended up being the youngest artist with the most entries on the 500 Greatest Songs of All Time List. Later in the episode, they are joined by their Rolling Stone colleague Mankaprr Conteh to dig into the star's artistry and appreciation for Black music history, which she continues to embed in all her work.See omnystudio.com/listener for privacy information.
Kate Bush has always been a fiercely original art-pop icon. But with “Running Up That Hill,” she achieved a new kind of feat. “Running Up That Hill” was a massive Top Ten hit, dominating U.S. radio all over the summer of 2022—even though it was a song she released back in 1985. Her classic synth-goth anthem sounded ahead of its time in the Eighties, but only Kate Bush could make it a song that STILL sounds ahead of its time nearly 40 years later. In this week’s episode of Rolling Stone’s 500 Greatest Songs, hosts Brittany Spanos and Rob Sheffield discuss the long, incredible legacy of Kate Bush and “Running Up That Hill.” They’re joined by their brilliant Rolling Stone colleague Julyssa Lopez, a Kate Bush expert and longtime hardcore fan, to discuss why “Running Up That Hill” speaks to our moment.See omnystudio.com/listener for privacy information.
Taylor Swift knows a thing or two about swerving when her listeners and detractors least expect it, but nothing could prepare anyone for her total abandonment of country music on her 2014 album 1989. Sure, she had teased some Max Martin-assisted pop hits on her previous album Red, but 1989 was a total 180 from the country starlet's past, trading her teardrop-soaked guitar for sassier synths instead. On this week's episode of Rolling Stone's 500 Greatest Songs, hosts Rob Sheffield and Brittany Spanos discuss the crown jewel of the 1989 album, "Blank Space".  While lead single "Shake It Off" was an empowering kiss-off to the haters, its follow up was an unexpected satirization of Swift's public image at the time as a "maneater" for her romances with famous men and ensuing songs about their times spent together. Swift fits back against sexist criticism of her writing "too many break-up songs" and her dating habits with this ferociously catchy track that highlights her sense of humor and wit, all while helping break free a bit more from her "girl next door" image. Later in this episode our hosts are joined by their colleague and Rolling Stone Music Now host Brian Hiatt to dig into just how big of a risk her pop pivot had been, as well as explore what makes this song so great and how it shifted Swift's sound and lyricism for the better.See omnystudio.com/listener for privacy information.
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Comments (3)

Kevin Abraham

By neglecting to play the song upfront, or excerpts along the way you diminish the interest of the discussion.

May 8th
Reply

Alex

yes.... you read my mind

Apr 1st
Reply

Jamison Fisher

Awesome insight, great information. If possible, would love to hear the song in its entirety first before you drop the knowledge.

Mar 18th
Reply