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Every Company Needs a Cassandra

Sunil Pai· ·7 min read · 0 reactions · 0 comments · 4 views
Every Company Needs a Cassandra
TL;DR · WeSearch summary

I think caution might now be costing us more than the risks we’re avoiding. (that last one is a good one imo). cassandra should disagree with pessimists too. I think of these as cognitive functions modelled as ai agents.

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Original article
Solving the decision problem · Sunil Pai
Read full at Solving the decision problem →

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Original publisherSolving the decision problem
Canonical URLhttps://sunilpai.dev/posts/every-company-needs-a-cassandra/
Publication timeMon, 10 Aug 2026 14:34:13 +0000
Retrieval time2026-08-10T16:15:47.885Z
Last seen2026-08-10T16:15:47.885Z
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Basis: Derived from the published RSS/Atom feed. Contact: [email protected]. Reviewed: 2026-07-24.

Opening excerpt (first ~120 words) tap to expand

every company needs a cassandra 9 August 2026 an ai agent for the socially expensive work of organizational dissent every company has had this person. they’re… annoying. when everyone is excited about something, they’ll tell you why it won’t work. when someone drops a competitor’s launch into slack and everyone starts making fun of it, they’ll point out the thing the competitor is actually doing well. and ffs, the annoying part is that they’re often right. I’ve worked with a few people like this. sometimes I’ve been this person. they can sound like pessimists, but mostly they’re willing to say something everyone else would rather not hear. organizations have a weird relationship with these people.

Excerpt limited to ~120 words for fair-use compliance. The full article is at Solving the decision problem.

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