General Manager, AI Data Labeling

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.