The Art of a Deal with the Devil: on Faustian Bargains from Shakespeare and Goethe to Thomas Mann and Donald Trump episode artwork

EPISODE · Sep 8, 2025 · 38 MIN

The Art of a Deal with the Devil: on Faustian Bargains from Shakespeare and Goethe to Thomas Mann and Donald Trump

from Keen On America · host Andrew Keen

For anyone who has seen Michael B. Jordan’s excellent new movie Sinners, it’s clear that any sort of deal with the devil - what has become known as the Faustian Bargain - is still very much alive. So relevant, in fact, that cultural historian Ed Simon has a book, just out in paperback, about its enduring relevance entitled Devil’s Contract. From Shakespeare and Goethe to Thomas Mann and Donald Trump, Simon argues, the Faustian Bargain is more than just a literary trope. In fact, he suggests, it is as relevant today, in our social media age of the Mephistophelian Donald Trump as it was in the German Reformation of the equally populist Martin Luther. The Art of a Deal with the Devil. And we all know how it ends. Go and see Sinners. Spoiler warning: not without the spilling of a great deal of innocent blood. 1. The Faustian Bargain is Fundamentally About Irrationality Despite knowing the terrible consequences, Faust signs the contract anyway. As Simon explains, "if you know that the devil is real and that the Devil collects souls at the end of your life, then like you'd never sign on the dotted line. And yet these characters continually do." This captures our human tendency to act against our own best interests.2. The Contract Makes It Modern What distinguishes the Faust legend from earlier devil stories is the literal paperwork. Simon argues this bureaucratic element - signing on the dotted line - transforms it into a distinctly modern tale about legal systems, capitalism, and bureaucracy. It's not just about temptation; it's about documentation.3. AI is Our Latest Faustian Bargain Simon sees artificial intelligence as having "a shockingly obvious kind of Faustian gloss" - from the magic of conjuring something from nothing to the environmental destruction of massive server farms. We're trading our future for technological convenience, knowing the costs.4. Trump is Mephistopheles, Not Faust In Simon's reading, Trump isn't the one making the deal - he's the devil others make deals with. JD Vance becomes the perfect example: fully aware of what Trump is, yet "willing to seemingly abandon whatever principles he may have had in the past... for power alone."5. Sometimes Faust Wins (But Usually Doesn't) While Goethe's Faust finds redemption and salvation, most versions end badly. The American "Yankee Faust" tries to trick the devil but still gets his house burned down. The lesson? You might think you're clever enough to beat the devil, but the house always wins.Keen On America is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber. This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit keenon.substack.com/subscribe

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The Art of a Deal with the Devil: on Faustian Bargains from Shakespeare and Goethe to Thomas Mann and Donald Trump

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