About the role
The company
Ooak Data turns company data into training data for AI agents.
Frontier labs can train models to reason. They cannot train them to work: navigating a real company's Slack threads, half-finished Notion docs, contradictory Jira tickets, and permission boundaries. That requires real enterprise data, and you cannot synthesize it. You have to source it.
We plug into enterprise tools, anonymize everything into a structurally identical digital twin, and generate reinforcement-learning environments with expert-level tasks calibrated against frontier models. Three weeks from raw company data to an RL-ready environment, three times faster than at launch.
We are a Y Combinator company with signed contracts with three frontier AI labs, and we are scaling delivery aggressively over the next twelve months. Three founders, full-time since December 2025: Pierre-Louis (CEO, ex-COO in edtech, sold data to frontier labs), Grégoire (CPO, first PM at Epsor through Series B), Thomas (CTO, ex-Head of Data at PayLead, ex-Samsung AI lab).
Why this role exists
The three of us are the bottleneck.
Our contracted delivery volume is growing by an order of magnitude. That means more data partnerships to close, more people to hire, more contracts to paper, more cash to manage, and a delivery program that has to run on time across multiple customers simultaneously. Right now all of that lands on three founders who should be spending their time on product, technology, and customers.
We are hiring a Chief of Staff to take the operating company off the founders' desks and run it properly. This is not a support role, and it is not a only a strategy role. It is an ownership role: you will be accountable for whether the company can actually execute.
What you will own
Strategic projects
- Take ownership of important cross-functional projects that don't clearly belong to one department.
- Run analyses, investigate new opportunities, launch initiatives, or solve temporary problems.
- Often operates as a temporary project owner until a permanent owner is appointed.
Operating cadence
- Build the company's operating rhythm: help orchestrate OKRs, quarterly planning, board preparation, etc.
- Ensure decisions made at the top actually propagate through the organization.
Executive-team coordination
- Make sure leadership is aligned on priorities.
- Track decisions, owners, deadlines, and unresolved issues.
- Surface disagreements or bottlenecks to the CEO.
Special situations
- Fundraising preparation, board materials, M&A or partnerships.
- Hiring key executives, organizational changes, new vertical launches.
Who you are
- 7-10 years of experience, with real operating time inside a fast-scaling startup.
- You have owned outcomes. Somewhere in your history there is a thing that worked because you were responsible for it.
- Comfortable with numbers. You build the model yourself. You are not intimidated by a cash-flow forecast, a margin analysis, or a contract's payment terms.
- High tolerance for ambiguity, low tolerance for drift. Our priorities will change on short notice. You should find that energising, and you should still ship.
- Fluent French and English. Our customers are American, our data partners are European, our team speaks both.
- Based in Paris.
Terms
- Compensation: competitive salary plus meaningful equity.
- €80-100k + bonus
- 0.3%-0,8% equity
- Location: Paris, on-site 4+ days per week, with regular travel to San Francisco.
- Start date: as soon as you can.
About Ooak Data
Ooak Data (YC S26) builds the data infrastructure that frontier AI labs use to train and evaluate their agent models. They collect enterprise data from real company tools — Google Drive, Slack, Gmail, Notion, Jira, SharePoint, Teams, emails, videos, images — anonymize it, and turn it into RL environments and digital twins for agent training. Their core product, Alexandria, is designed to be the world's largest library of real-world business workflow datasets. They're also growing into "enrichment" — creating task ecosystems that let labs train models directly on real-world multi-step workflows, not just receive raw data. Signed large purchase orders with frontier AI labs (not SaaS), now in delivery mode. Data anonymization pipeline has been reduced from ~1 month to ~2 weeks per client.
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Job details
Salary
$80,000 - $100,000
Equity
0.5% - 1%
Location
Paris, Paris
Experience
6+ years
Funding
Last stage
Seed
Investors
Founders
What happens next.
No applications, no recruiter spam. Just the intro.
Confirm the fit
A few questions to make sure this role is the right shape for you. Two minutes.
I pitch you to the company
I write the intro, send it to the founder, and handle the back-and-forth.
A meeting lands on your calendar
If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.
