Test, monitor, and improve your voice and chat AI agents. Backed by Peak XV and Y Combinator.
About the role
Now we're looking for a cracked Chief of Staff to be the founder’s force multiplier and help run the company. We don't want someone to "manage calendars." We want someone who takes whatever's most important and least owned, and makes it happen — then builds the system so it never falls through the cracks again. This is a founding-level ownership role, not an executive-assistant seat. You're helping run the company, and the role grows into whatever you make of it.
What they're looking for
- 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 our world — AI agents, evals, observability — well enough to be useful across the company
- Former founder, early startup operator, or first-few-employees somewhere
More about this role
Bluejay is building the simulation, evaluation, and observability layer for voice + text AI agents.
We work with Fortune 500s, multinational corporations, and high-growth startups to ensure their AI agents actually perform as intended in production. We raised a $4M seed backed by Floodgate, Peak XV, and YC — and we've been doubling every 3 months since inception.
Now we're looking for a cracked Chief of Staff to be the founder’s force multiplier and help run the company. We don't want someone to "manage calendars." We want someone who takes whatever's most important and least owned, and makes it happen — then builds the system so it never falls through the cracks again.
The honest answer: whatever moves the company forward most, that no one else owns yet. In practice that clusters into a few areas.
- 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...
Browse similar: AI jobs · AI startup jobs · Startup jobs · Founding team roles · Chief of staff and BizOps