General Manager, AI Data Labeling

General Manager, AI Data Labeling

Remote, San Francisco

About Wing

Wing 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 General Manager to run this business end-to-end.

About the Role

As General Manager, AI Data Labeling, 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

Requirements:

- 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)

Nice-to-haves:

- 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

$170,000 - $250,000 a year

Benefits & Compensation:

- 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

Note: please ignore any interview assessment automated emails, if any. They do not apply to this role.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.