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Authenticity Tops AI: Predicting Podcasting’s Future with Jason Calacanis

EPISODE · Apr 29, 2026 · 38 MIN

Authenticity Tops AI: Predicting Podcasting’s Future with Jason Calacanis

from Media Roundtable

The way to thrive in an AI future? Be authentically human.This week on The Media Roundtable you have a VIP ticket to SXSW 2026 for iHeart x Oxford Road’s Luncheon with a podcasting powerhouse who consistently sees over the horizon.Dan Granger (CEO & Founder, Oxford Road) chatted with Jason Calacanis (Angel investor & Host, This Week in Startups), to break down the current state of podcasting and what’s next. What they agree on? AI can’t outperform human connection.The team takes on: Conversations over Impressions, Remember the Trough, The George Lucas Alley-Oop, and more. Let’s dig in.“  In a world of unlimited impressions, what matters? It's that authenticity and aligning yourself with the conversations that matter.” -Jason Calacanis (Angel investor & Host, This Week in Startups)See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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Authenticity Tops AI: Predicting Podcasting’s Future with Jason Calacanis

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