Put on your pink suit and gas up the yellow car — in this episode, we’re partying like it’s 1925 as your beloved bootleggers of banality uncover the secret history behind The Great Gatsby, which turns 100 this year. In the first installment of their two-part Jazz Age jamboree, Jordan and Heigl trace the tangled roots of F. Scott Fitzgerald’s American fever dream: the heartbreaks, hangovers, high society snubs, and haunted summer nights that inspired Gatsby’s green-light longing. You’ll discover the excruciating real-life heartbreak that yielded Daisy, meet the mysterious New York bootlegger who planted the seeds for Gatsby, and learn all about the unsolved double-homicide that sparked the violent ending. You’ll also hear how Scott’s messy personal life blurred into his most famous novel. From the prep school poetry to the Princeton parties, to literary rivalries and even his rumored affair with Hemingway, they'll explore how a poor Midwestern boy wrote the book that defined a generation — and maybe doomed himself in the process. It’s a story of love, lies, reinvention, and ruin. Although you can’t repeat the past, these guys can podcast about it.

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