Deployment Strategist
About Sycamore
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.
The role
Own the business outcome of every Sycamore deployment: scope it before it sells, run the engagement, prove what it returned, and build the case for what the customer should automate next.
Why this role exists
A pilot that works technically and then dies quietly is the most common failure in enterprise AI. The agent runs, the demo goes well, and nine months later nobody can