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Sunday, May 24, 2026

5 stories · 3 min read

Yesterday we talked about the agent wars heating up. Today we see what that looks like on the ground: engineers scrambling to stay relevant, companies quietly pushing the "restructuring" button, and the security mess that nobody saw coming.

01

Box CEO calls out the real reason engineers won't disappear

Aaron Levie responded to a security research update with a sharp observation: AI tools have made it much easier to create and find security vulnerabilities, but humans still need to review, prioritize, and fix them. The bottleneck just moved from finding problems to solving them. Levie predicts a "security engineer boom" as companies realize AI created more work, not less.

Why it matters: Every company betting that AI agents will replace their security team is about to learn this lesson the expensive way. You can't automate judgment calls about which vulnerabilities actually matter.

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02

YC's Garry Tan explains why AI startups skip the "chasm of death"

Y Combinator CEO Garry Tan argued that Geoffrey Moore's famous "chasm" theory doesn't apply to AI startups. Moore said companies die because pragmatic buyers demand perfect "whole products" with references and complete solutions. But Tan's point: when the alternative is "we die" or "we can't do this job at all," buyers will accept imperfect AI tools.

Why it matters: If you're building AI tools for desperate buyers (think overwhelmed support teams or understaffed legal departments), you can ship incomplete products and still win customers. The bar isn't perfection — it's better than nothing.

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03

Product manager shares layoff survival guide for the AI era

Peter Yang posted a six-point plan for employees to "take back control" as mass layoffs continue. His key advice: learn to read the warning signs (like leadership suddenly talking about "flatter orgs" or "restructuring for the agentic era"), get good at Codex or Claude Code, and start building AI tools for your own job before your company decides your job doesn't need a human.

Why it matters: "Restructuring for the agentic era" is the new "right-sizing." If your boss starts using that phrase, update your resume and start learning AI tools that make you harder to replace.

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04

Google Labs gets a website refresh

Google Labs updated its website to highlight the AI experiments and innovations announced at I/O, making it easier to find and test their latest projects.

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05

AI engineer Swyx teases "Kakuna" coding agent

Swyx described a new AI coding tool called Kakuna that focuses on "hardening" codebases by handling production tasks like security audits and DevOps work. The concept: give it a day, and it returns with the same functionality plus all the "boring stuff" done for you.

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