In today's episode Matt and Kolby break down historic media disruptions—from cable TV's ESPN and CNN to Joe Rogan's $250M Spotify deal—pulling out what's working, what's being left on the table, and who actually has a real thesis on AI today, from The Rundown's $10M+ newsletter to HubSpot's media buying spree.

Timestamps:

• 00:00 Intro: AI Anxiety and Plateauing Founders
• 03:59 The Framework: How Founders Should Respond to AI
• 05:14 Is This an AI Bubble? Cable TV's ESPN and CNN Bet
• 08:35 Web 1.0: Huffington Post's $315M Exit and Motley Fool's Billion-Dollar Run
• 09:32 Viral Video Era: BuzzFeed's Rise, Barstool's $551M Sale
• 12:23 Mobile Wave: Industry Dive's $525M Exit
• 14:12 Axios's Smart Brevity and $525M Sale
• 17:27 The Athletic's $500M Sale, Joe Rogan's $250M Deal, and Mr. Beast
• 19:54 The Common Thread: Every Disruptor Needs a Thesis
• 22:40 Who Has a Real AI Thesis Today?
• 24:59 The Rundown AI's $10M+ Newsletter and Its PE Deal
• 29:31 HubSpot's Strategy of Buying Up Media Companies
• 34:55 Local News, AI-Generated Content, and 6AM City
• 46:06 Breaking Points, Ground News, and the Rise of Trusted Filters
• 53:03 Owning a New Category: Latent Space's AI Engineer Events
• 59:13 Every's Bundled AI Tools and Software-Funded Media

📌 Resources: 

• The Rundown AI
• Every
• Ground News
• Latent Space

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