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Chief Revenue Officer, Human Data at Medium
Job Description
Chief Revenue Officer, Human Data
Remote, San Francisco
About WingWing is one of the world's largest virtual talent companies, venture-backed and based in San Francisco. Leveraging our scale, millions of applicants, and other operational expertise, we're launching a dedicated AI data labeling & annotation subsidiary, empowering exceptional people to play a defining role in training the next generation of AI. We're hiring a Chief Revenue Officer to run this business end-to-end.
About the RoleAs Chief Revenue Officer of Human Data, you will own P&L, strategy, go-to-market, delivery/quality, security & compliance, and team building. You'll build the business from zero, close key customers, help set up the operating engine, and report directly to Wing's CEO.
Responsibilities- Acquire new business from AI labs and tier-1 tech companies via your network, digital/in-person outbound
- Own enterprise sales cycles end-to-end (discovery, scoping, pricing, MSA/SOW negotiation)
- Attend meetings, consultations, events, etc. in person as needed and build key relationships
- Build durable relationships with researchers, data/infra leaders, procurement, and legal; expand accounts
- Own the business plan, pricing, margin targets, forecasting, and budget adherence
- Report on progress to senior leadership; foster a culture of accountability, transparency, and operational rigor
- Primarily located in San Francisco, CA, with a willingness to travel around Northern California, the United States, and internationally as needed
- Bachelor's degree in any discipline, ideally from a top institution
- Outgoing, social, gregarious personality, willingness, and capability to always be building relationships
- Great management skills: you will, to an extent, be responsible for a giant piece of an entire business unit and all that comes with it, people management, budgets, interfacing with finance, legal, operations, and more
- Strong preference for someone who has led Sales & Commercials: Expert in complex MSAs/SOWs, pricing, and margin management; trusted relationships across AI labs and leading tech companies; able to open doors and close enterprise deals
- Expert in complex MSAs/SOWs, pricing strategy, and margin management
- Proven builder of multidisciplinary teams; excellent stakeholder management
- Digital native (Google Workspace, Sheets, CRM)
- Experience selling to or operating within AI labs (RLHF, red-teaming, evals, multimodal)
- Prior success taking a services P&L from $0 to $10M+ with healthy unit economics
- Strong interest and understanding in artificial intelligence, machine learning, and LLMs
Compensation & Benefits
- Base compensation: $170K-$250K, with increases as the business grows
- Equity: generous grant vested over 4 years
- Performance Bonus: Strong performers can expect $300K-$1M+ in additional annual cash and equity on top of base for closing and expanding enterprise deals
- A $1K monthly allowance for meals
- Company-sponsored Equinox membership
- Health insurance
Typical senior pay: $79k for Tax Examiners and Collectors, and Revenue Agents nationally
Senior roles pay 69% more than entry—experience is well rewarded.
Slight employer advantage
Standard dynamics. Preparation and demonstrated value matter most.
Who this leverage applies to
Where to negotiate
Likely Possible Unlikely
Watch out for
Focus on demonstrating unique fit and value.
Does this path compound?
Limited new roles, but specialists earn significantly more.
Openings come from turnover, not new growth. Differentiate to advance.