Startups · AI

Member of Technical Staff, Core AI

Sycamore · Palo Alto · On-site

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About Sycamore

Sycamore Forge turns hard business processes into working software. Sycamore Guard governs every AI system from request to runtime. Backed by Lightspeed.

About the role

Develop the learning data plane around agents: structured trajectories, feedback and outcome signals, offline datasets, lineage, privacy controls, and reliable links between an agent version and its behavior. Create evaluation systems for task completion, tool use, long-horizon behavior, safety, latency, and cost, and own the credibility of the numbers they produce. Found on 1752vc Careers, the job board for startup and VC roles.

What they're looking for

  • 5-12 years of software engineering experience. We will make exceptions for exceptional people in either direction
  • Strong backend and distributed-systems fundamentals, including typed API design, asynchronous workflows, persistence, reliability, and production debugging
  • Real depth in at least one of the areas above, and genuine interest in working across the others
  • An empirical approach to AI quality: you can form a hypothesis, design a useful evaluation, interpret noisy evidence, and distinguish a real improvement from movement in a proxy metric
  • The ability to reason about retries, idempotency, partial failure, long-running state, concurrency, latency, cost, experiment design, and safe rollout
  • A security-minded approach to multi-tenant systems, identity, authorization, credentials, tool execution, privacy, and auditability
More about this role

Sycamore is building the trusted agent operating system for the enterprise. Our platform helps companies build, deploy, and orchestrate agentic apps that take on real operational work, with the security and control large organizations need.

We are a small, engineering-led team working directly with Fortune 500 enterprises. We have raised $65M from Coatue and Lightspeed, along with other investors and industry leaders.

Core AI owns the horizontal runtime, intelligence, and improvement capabilities that Product and Infrastructure both depend on, along with the Sycamore Forge experiences that make them usable. Engineers here own end-to-end slices, from cloud service and API design through the React interface. The team covers four related areas, and you do not have to pick one to apply. Tell us what you have built and we will work out the fit together.

The agent runtime. Multi-turn sessions, model routing, tool execution, memory, durable workflows, and the APIs that expose them. The hard part is correctness across long horizons: surviving retries, provider interruptions, partial failure, and context growth without losing the thread.

Harnesses and environments. An agent that writes and...

Read the full posting on Sycamore's site ↗

Engineering

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