Sherwood Callaway
Founder of Sazabi, The AI-native observability platform for fast-moving engineering teams
Company
Sherwood Callaway is listed as a founder of Sazabi. The AI-native observability platform for fast-moving engineering teams. Backed by tastemakers from the world's top AI companies: Vercel, Graphite, Daytona, Browserbase, LangChain, Mastra, Replit, and more.
Founder traction evidence
Public posts and activity attributed directly to this founder.
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We raised $8m to build self-healing software.
We raised $8m to build self-healing software. In 2026, software moves fast. But monitoring and observability are still manual and slow. @sazabi is a next-generation observability platform for fast-moving engineering teams. Not another AI SRE. Not another LLM observability
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There is no alpha in building your own agent harness.
There is no alpha in building your own agent harness. The best techniques will get discovered, copied, and eventually incorporated into open-source harnesses like Pi. A few months after that happens, these techniques will be made obsolete entirely as labs release smarter
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Does anyone else feel a strong urge to version-control their entire company?
Does anyone else feel a strong urge to version-control their entire company?
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I am available for rent
I am available for rent
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My entire personality is AI, dev tools, and startups.
My entire personality is AI, dev tools, and startups. Who wants to hang out?
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AI companies will literally create god before designing an intuitive billing dashboard
AI companies will literally create god before designing an intuitive billing dashboard
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How do y'all feel about work trials? Good things: - Dramatically decreases the likelihood of a bad hire (provides great signal) - Candidate gets sold on the role during the trial - Candidate is already onboarded when the trial ends Bad things: - You have to pay wages, travel,
How do y'all feel about work trials? Good things: - Dramatically decreases the likelihood of a bad hire (provides great signal) - Candidate gets sold on the role during the trial - Candidate is already onboarded when the trial ends Bad things: - You have to pay wages, travel,
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New objective: don't get bought
New objective: don't get bought