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

About this episode

Jason Calacanis discusses the importance of authenticity in podcasting amidst the rise of AI.

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 .

People in this episode

Host: Dan Granger

Guest: Jason Calacanis

Topics covered

• podcasting
• AI
• human connection
• authenticity
• future of media

Keywords

• podcasting
• AI
• authenticity
• human connection
• SXSW
• Dan Granger
• Jason Calacanis

Mentioned in this episode

Organizations: Oxford Road, iHeart

Books & works: This Week in Startups

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