The Simpsons Then & Now

E50: $pringfield & Sky Police

May 16, 2021

It's our 50th episode! We hope you're feeling lucky, because today's episodes are all about gambling. First up is "$pringfield (Or How I Learned to Stop Worrying and Love Legalized Gambling)" (S05E10), followed by the bafflingly titled "Sky Police" (S26E16). We discuss our reflections on the last 50 episodes, Lindsay's love of Nathan Fielder, and Jeremy's love of President William McKinley. 

Every two weeks, Alex, Lindsay, and Jeremy are talking about two episodes of the Simpsons, one from the classic era and one from the modern era, (ideally) linked by a common theme. Get in touch with us on Twitter (@SimpsonsThenNow) or via email at

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