AI’s Achilles’ Heel: Why Everything Hinges on Anthropic & OpenAI | The Weekly Wrap

AI’s Achilles’ Heel: Why Everything Hinges on Anthropic & OpenAI | The Weekly Wrap

August 14, 2026 · 30 min

About this episode

Steve Eisman discusses the risks of the AI boom, focusing on Anthropic and OpenAI, while exploring investment strategies and market competition.

Sign up for The Real Eisman Playbook Premium at https://realeismanplaybook.substack.com On this episode of The Weekly Wrap, Steve Eisman examines the biggest risks facing the AI boom, with a focus on Anthropic and OpenAI and their growing importance to the hyperscalers. He also discusses investing in uncertain markets, the battle between upstarts and established businesses, the future of software, and why he thinks Bitcoin has lost its edge. 00:00 - Intro 03:13 - Iran War Updates 03:57 - Investing Now in Uncertain Times 05:35 - AI Check In 10:25 - Timing is Everything 11:25 - Software Check In 12:05 - Earnings: CoreWeave, Cisco 13:43 - Entrenched Businesses vs Upstarts 24:58 - Outro Watch my Financial Literacy Masterclass video here: https://youtu.be/u8chA7LC8lU Watch my Masterclass on the 2008 Financial Crisis here: https://youtu.be/4bSCdJTbR8I Subscribe 👉🏻https://www.youtube.com/@RealEismanPlaybook?sub_confirmation=1 Connect with Steve Eisman and access all things The Eisman Playbook: 🌐 https://linktr.ee/realeismanplaybook → Follow on socials, watch episodes, and get the latest updates — all in one place. Disclaimer: The financial opinions expressed are for information…

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