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Chief Revenue Officer, Human Data at Medium

Medium No longer available

Job Description

Chief Revenue Officer, Human Data

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 Chief Revenue Officer to run this business end-to-end.

About the Role

As 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
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

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

National salary averages
Expected senior-level
$79k
Entry
Mid
Senior
Expected
$40k Market range (10th-90th percentile) $110k

Senior roles pay 69% more than entry—experience is well rewarded.

Slight employer advantage

Standard dynamics. Preparation and demonstrated value matter most.

Hiring leverage
Balanced
Wage leverage âš  Disconnect
Limited
Mobility
Moderate
Durability
Mostly durable

Who this leverage applies to

Weaker for: Entry-level candidates, Career switchers

Where to negotiate

Base salary
Sign-on bonus
Title / level
Remote flexibility
Scope & responsibility
Start date / PTO

Likely Possible Unlikely

Watch out for

Wage disconnect: Hiring is active but pay hasn't responded—negotiate on other terms.

Focus on demonstrating unique fit and value.

Does this path compound?

Job Growth →
High churn
Growth, flat pay
🚀 Compound
Growth + pay upside
⚠️ Plateau
Limited growth
Specialize
Experts earn more
Pay Upside →
Expertise pays off

Limited new roles, but specialists earn significantly more.

-2%
10yr growth
Most openings come from retirements and turnover, not new positions.
A bachelor's degree is typically expected.
Typical: Bachelor's degree

Openings come from turnover, not new growth. Differentiate to advance.

Labor data: BLS 2024