Rolling Stone's 500 Greatest Songs – Details, episodes & analysis

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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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