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Society & Culture

The Myth of Electability with Maya Rupert

podcast July 16, 2026


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Why do some politicians get to be “authentic,” while others are told they’re too polished, too outspoken, or simply not electable? Our latest guest Maya Rupert—author, political strategist, and one of the nation’s leading voices on race and democracy (she’s also the former campaign manager for Julián Castro’s 2020 presidential campaign, and for Maya Wiley’s New York City mayoral campaign)—shares her views on the Democratic Party’s approach to electability, media strategy, and what it will take to build a more inclusive and successful politics.

REFERENCES:

Maya Rupert – mayarupert.com

X: @mayarupert IG: @maya.rupert Bluesky: @mayarupert.bsky.social

The Real Ones: How to Disrupt the Hidden Ways Racism Makes Us Less Authentic – Penguin Random House

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