Chief of Staff

Chief Of StaffBluejay 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.What You'll Actually Be DoingThe honest answer: whatever moves the company forward most, that no one else owns yet. In practice that clusters into a few areas.Force-Multiply the foundersTake work off the founders plate and run it to done — fundraising prep, hiring, ops, GTM, whatever's hotTurn half-formed ideas into plans, owners, and deadlinesBe the person who closes loops so nothing slipsExecute on special projects that advance the companyRun the Operating CadenceOwn goals, metrics, and the rhythm the company runs on (standups, reviews, planning)Prep board and investor materials, and keep the numbers honestBring structure to chaos without smothering speedOwn High-Leverage Projects End to EndRun special projects across GTM, product ops, hiring, finance, and partnershipsGo deep on whatever needs deciding — research it, model it, write the memo, make the callBuild the systems and processes that let the company scale past youBe the GlueConnect product, engineering, and GTM so nothing gets lost between functionsSpot the problems no one is looking at yet and get ahead of themRepresent the founders when they can't be in the roomYou Will BeDecidingExecutingBuilding systemsClosing loopsIn the trenches with foundersThis 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.Who You AreWe're looking for a hustler with extreme ownership — someone who runs through walls and brings order to chaos. Titles matter less than range and judgment.Must-HavesExtreme 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.Core TraitsHighly AI-native in how you workScrappy and resourcefulGets excited bringing structure to chaosThinks in outcomes, not activityComfortable being wrong quickly and adjustingDesirable QuirksPhysically cringes at a dropped ball or an open loopKeeps a running list of everything and actually closes it outGets irrationally excited about a clean system or processHas strong opinions about what the team should and shouldn't be spending time onThinks the job is part operator, part strategist, part firefighterExperiences That Pique Our InterestFormer founder, early startup operator, or first-few-employees somewhereBackground in consulting, banking, ops, or another high-ownership, high-output environmentWorked closely with a founder or executive beforeBuilt systems or processes from scratch at an early-stage companyCareer-pivot candidates welcome if you can show relentless ownership and rangeWhat This Is NotNot an executive-assistant or scheduling roleNot a single-function jobNot a late-stage, highly specialized positionNot for someone who needs rigid structure or a clear mandate handed to themThis is for someone who wants to help run the company and grow with it.LogisticsFull-time, in-officeYou'll work extremely closely with the founders, especially the founders — this is the closest seat to the founders in the companyCompensationBase: ~$100K–$250K, calibrated to experienceMeaningful early-stage equityIf you want the closest seat to the founders at the company building the infrastructure powering AI agents at the largest companies in the world…Let's talk.