Anand Chowdhary is a technology entrepreneur, engineer, designer, and GitHub Star.
He is currently part of the founding team of Sycamore, the trusted agent operating system for the enterprise.
Previously, he built and sold FirstQuadrant, an AI sales platform funded by Y Combinator; rent-to-own furniture with interior design startup Pabio, and accessibility technology company Oswald Labs.
Founded by Sri Viswanath, former CTO of Atlassian, Sycamore enables organizations to build, deploy, and orchestrate AI agents with security, governance, and human oversight. The platform captures and compounds organizational intelligence over time, enabling systems that continuously improve.
We recently raised a $65M seed from Coatue & Lightspeed.
We're hiring across several roles:
- Applied AI Engineer: Deploy AI solutions with customers
For example, you can spend a few hours writing a really good set of initial tests that cover 10% of your codebase, and another few hours with an AGENTS.md that gives the LLM enough context about the rest of the codebase. But after that, there's a free* lunch because the agent can write all the other tests for you using that initial set and the context.
This also works with "here's how I created the Slack API integration, please create the Teams integration now" because it has enough to learn from, so that's free* too. This kind of pattern recognition means that prompting is O(1) but the model can do O(n) from that (I know, terrible analogy).
*Also literally becomes free as the cost of tokens approaches zero
It sends a flag that dangerously allows Claude to just do whatever it wants and only give us the final answer. It doesn't do the back-and-forth or ask questions.
He is currently part of the founding team of Sycamore, the trusted agent operating system for the enterprise.
Previously, he built and sold FirstQuadrant, an AI sales platform funded by Y Combinator; rent-to-own furniture with interior design startup Pabio, and accessibility technology company Oswald Labs.
More on https://anandchowdhary.com
Social: @AnandChowdhary
YC verification: https://www.ycombinator.com/verify/6nqqqo3s7fjgs0b4