Chief of Staff
Hybrid (San Francisco, CA)$100k - $250kFull-timePosted 3mo ago
About the role
Bluejay is building the simulation, evaluation, and observability layer for voice + text AI agents. They are seeking a founding-level Chief of Staff to act as the founder’s force multiplier and help run the company, delivering high-impact work across fundraising, hiring, operations, and strategic initiatives.
Responsibilities
- Take work off the founders plate and run it to done — fundraising prep, hiring, ops, GTM, whatever's hot
- Turn half-formed ideas into plans, owners, and deadlines
- Be the person who closes loops so nothing slips
- Execute on special projects that advance the company
- Own goals, metrics, and the rhythm the company runs on (standups, reviews, planning)
- Prep board and investor materials, and keep the numbers honest
- Bring structure to chaos without smothering speed
- Run special projects across GTM, product ops, hiring, finance, and partnerships
- Go deep on whatever needs deciding — research it, model it, write the memo, make the call
- Build the systems and processes that let the company scale past you
- Connect product, engineering, and GTM so nothing gets lost between functions
- Spot problems no one is looking at yet and get ahead of them
- Represent the founders when they can't be in the room
- Deciding
- Executing
- Building systems
- Closing loops
- In the trenches with founders
Qualifications
- Extreme ownership. You see a problem, you take it, you finish it. No "that's not my job."
- Sharp thinker and clear writer. You can research something messy, form a view, and write the one-pager that drives a decision.
- Range. You can swing from a financial model to a hiring plan to a customer fire to a board deck in the same day.
- Comfort with ambiguity. You're given outcomes, not instructions, and you're fine with that.
- You can hold a credible conversation about AI agents, evals, observability — well enough to be useful across the company.
Skills
Required:Extreme ownershipStrategic thinking and writingCross-functional collaboration
Last updated Aug 26, 2026. Interested? Apply on the company site.

About Bluejay
The world's first quality assurance agency for voice & text AI.
Bluejay’s mission is to engineer trust into every AI interaction, becoming the trust layer between businesses and their customers.
ai
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