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Does your CEO have AI psychosis? Aaron Levie thinks most of them do. | Equity Podcast

The people deciding that AI can replace your job are also the ones least likely to understand what your job truly involves, according to Box founder Aaron Levie, who pointed to this as an example of “AI psychosis.” Indeed, ClickUp recently cut 22% of its workforcefor AI agents, tech layoffs in 2026 are already nearly…

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The people deciding that AI can replace your job are also the ones least likely to understand what your job truly involves, according to Box founder Aaron Levie, who pointed to this as an example of “AI psychosis.” Indeed, ClickUp recently cut 22% of its workforcefor AI agents, tech layoffs in 2026 are already nearly matching all of 2025, and DuckDuckGo installs are climbing from users who want Google to stop forcing AI into search and just give them links.

On this episode of TechCrunch’s Equity podcast, Kirsten Korosec, Anthony Ha, and Sean O’Kane dig into what happens when the AI-pilled and the AI-skeptical are both right at the same time, plus three deals worth knowing about and Waymo’s new robotaxi hitting the road.

Subscribe to Equity on YouTube, Apple Podcasts, Overcast, Spotify and all the casts. You also can follow Equity on X and Threads, at @EquityPod.

Chapters:

00:00 Intro

01:18 Waymo’s new Ojai robotaxi

06:41 Stord raises $250M to take on Amazon fulfillment

12:46 Snowflake signs $6B deal with AWS

15:39 OpenRouter raises $113M Series B

20:07 The AI divide & anti-AI backlash

27:31 AI psychosis & how AI is reshaping headcount and hiring

37:04 Outro

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1 Comment

1 Comment

  1. @Jb4nay

    May 29, 2026 at 3:14 pm

    Good point about how CEOs choosing AI over workers (34:00), for cost reasons, are making a conscious choice. I think it gives far too much grace to those executives to act as if things need to be this way

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Enterprises are learning to rebuild the basics of cybersecurity from scratch for agentic AI. Okta’s President of Products and Technology Ric Smith and NanoCo Co-Founder and CEO Gavriel Cohen explain what agent security takes at the infrastructure level and which architectural choices matter most.

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Most startups stall because they build one great product instead of a repeatable multi-product engine. Daring Ventures’ Maddi Holman, Verkada’s Filip Kaliszan, and Atlassian’s Tamar Yehoshua discuss the operational playbook for capital allocation, systemizing internal innovation, and engineering a compounding “Second Act” before the core product’s growth curve flattens.

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