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General Manager, AI Data Labeling

Getwingapp

San Francisco Remote permanent

Posted: September 15, 2025

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Job Description

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 leadershipFoster 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 managementTrusted 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 managementProven builder of multidisciplinary teams; excellent stakeholder managementDigital 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


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