AI enthusiasts are in a race against time, AI skeptics are in a race against entropy

Simon Willison's Blog News

Summary

Charity Majors argues that both AI enthusiasts and AI skeptics on software teams are correct in their concerns — enthusiasts fear being outcompeted, skeptics fear technical debt and loss of institutional knowledge — and that the core challenge is designing organizational feedback loops to bridge their diverging realities.

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# AI enthusiasts are in a race against time, AI skeptics are in a race against entropy Source: [https://simonwillison.net/2026/Jun/4/ai-enthusiasts-ai-skeptics/](https://simonwillison.net/2026/Jun/4/ai-enthusiasts-ai-skeptics/) 4th June 2026 \- Link Blog **[AI enthusiasts are in a race against time, AI skeptics are in a race against entropy](https://charitydotwtf.substack.com/p/ai-enthusiasts-are-in-a-race-against)**\([via](https://lobste.rs/s/ri4flr/ai_enthusiasts_are_race_against_time_ai)\) Charity Majors neatly captures the dynamic between AI enthusiasts and AI skeptics, both of whom are trying to build great software, often in the same teams: > The enthusiasts are*not wrong*\. We are starting to see real, non\-imaginary, discontinuous leaps in capabilities from teams that lean in hard to working with AI\. And this does not feel like a normal technology cycle where you can wait for the dust to settle; teams that sit this out while competitors are hustling could be out of business before the dust settles\. That’s a real, existential threat\. The skeptics are also*not wrong*\. When you ship code faster than engineers can read it, in domains where nobody has full context, you are making withdrawals from a trust account that took years to build\. Reliability degrades, institutional knowledge evaporates\. You end up with systems nobody understands, products burbling into incoherence, and on\-call rotations that grind people up and spit them out\. That is ALSO a real existential threat\. Charity recommends treating this as both a leadership challenge and an engineering challenge\. The key issue: > There is no natural feedback loop connecting enthusiasts with skeptics\. Designing feedback loops to help "mend the gap in shared reality" between the two groups is a fascinating organizational design problem\.

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