Job Details

General Manager, AI Data Labeling

  2025-10-01     Wing Assistant     all cities,CA  
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 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

Note: compensation details and benefits are listed below.

$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.

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