Rolling Stone's 500 Greatest Songs iHeartPodcasts

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.
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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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