Musician and Writer Sasha Frere-Jones joins DJ Louie to discuss the tragically short career and life of the great British soul singer, Amy Winehouse. Louie and Sasha begin by discussing how an early death, perhaps before a pop star has even reached their peak, affects their legacy before diving into Amy’s story, how she grew up on the music of jazz greats like Dinah Washington and Sarah Vaughn and ‘90s American hip hop superstars like Nas and Lauryn Hill and the ways that marriage formed the aesthetic of her debut album, 2003’s Frank. They then discuss how a painful breakup led Amy both down a dangerous path with drugs and alcohol but also inspired her breakthrough sophomore album, 2006’s modern classic Back to Black, a meticulously constructed throwback to ‘50s and ‘60s soul and girl group aesthetics made in collaboration with producers Mark Ronson and Salaam Remi. Louie and Sasha lay out the ways in which that album juxtaposed backwards-looking production with Amy’s utterly singular and thoroughly-modern perspective on love, heartbreak and substance abuse, how Black’s massive and expected success only exacerbated her problems, the toxicity of celebrity press coverage in the late 2000s, and how it all ultimately helped lead to Amy’s untimely passing from alcohol poisoning in 2011. Lastly, Louie and Sasha discuss the long shadow of Amy Winehouse’s legacy in pop culture, before ranking her in the official Pop Pantheon.

AMY WINEHOUSE (with Sasha Frere-Jones)