Technical Chief of Staff Jobs - May 2026

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Y Combinator

Technical Chief of Staff

Posted 1 month, 3 weeks ago

Product Engineers on YC's own team. YC has an 18-person software team with no PMs; engineers own end-to-end delivery. The team builds software behind YC's $6B in investments, including tools that help partners evaluate thousands of startups per batch, AI-powe…

Roles

Technical Chief of Staff Product Engineer Community Builder and Software Engineer

Tech stack

React Ruby on Rails AI

Location

San Francisco

Compensation

Full-time role with salary range $185K-$485K; carry in the fund (equity) and generous relocation support; engineers get unlimited AI tokens.
Cassidy

Technical Chief of Staff

Posted 2 months, 2 weeks ago

Cassidy is an AI agent and automation platform for non-technical knowledge workers. Series A company (~25 people) hiring onsite in New York City. Roles open: Senior and Mid-level Software Engineers focused on end-to-end product engineering and building system…

Roles

Technical Chief of Staff Mid-level Software Engineer Senior Software Engineer

Tech stack

Scalable Systems Product Engineering Automation AI Integrations Machine Learning Backend

Location

New York City