Enterprise Account Executive

Sorry, this job was removed at 12:06 a.m. (CST) on Friday, Sep 12, 2025
New York, NY, USA
In-Office
Artificial Intelligence • Machine Learning
The Role

Job Overview

Contextual AI is hiring Account Executives to be part of the founding GTM team. This team is responsible for selling into Global 2000 organizations deploying generative AI solutions in production. Founding AEs will be responsible for growing market share within Contextual AI’s target enterprise verticals, from identifying leads to closing deals. They will report into the Head of Sales and will play a critical role in building the sales playbook, process, and infrastructure to fuel Contextual AI’s long-term growth. If you are excited about changing the way enterprises work with generative AI, we’d love to hear from you.


What you’ll do:

  • Own deal cycles end to end from first conversation to close, across stakeholders ranging from C-Suite to AI/ML leadership
  • Drive growth within our target enterprise verticals, including generating net new business and driving growth with existing accounts 
  • Partner closely with customers to identify high value use cases, scope out appropriate solutions, and structure deployment plans and commercial agreements
  • Collaborate with the Head of Sales to develop the sales strategy, playbook, and process 
  • Work cross-functionally with product, solutions, marketing, and operations to ensure customer success

What we’re seeking:

  • 4+ years sales experience in the technology industry
  • 2+ years of experience in an early stage start-up environment
  • Experience running strategic deal cycles, including selling to both C-Suite executives and technical AI/ML leaders and driving 6+-figure deals to close
  • Proven track record of overachievement in previous revenue-generating roles
  • Curiosity and understanding of AI and the ability to clearly communicate complex technical concepts
  • Self-starter who is resourceful, disciplined, and collaborative 
  • Deep empathy for customers, the ability to build relationships with key decision-makers, and genuine interest in helping them solve problems with generative AI

Location: Mountain View, CA, in office 2 - 3 days a week | NYC (East coast), remote

Equal Opportunity

Contextual AI is an equal opportunity employer and complies with all applicable federal, state, and local fair employment practices laws. All qualified applicants will receive consideration for employment without regard to race, color, religion, national origin, ancestry, sex, sexual orientation, gender, gender expression, gender identity, genetic information or characteristics, physical or mental disability, marital/domestic partner status, age, military/veteran status, medical condition, or any other characteristic protected by law.

Contextual AI Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Contextual AI and has not been reviewed or approved by Contextual AI.

  • Fair & Transparent Compensation Pay is considered competitive for technical roles, with publicly stated ranges and aggregated figures indicating strong market alignment. Feedback suggests total packages are positioned to attract senior AI talent.
  • Healthcare Strength Health coverage is described as comprehensive, including medical, dental, and vision insurance. This breadth signals solid baseline protection for employees and dependents.
  • Retirement Support A 401(k) with employer matching is explicitly part of the package. This supports long‑term savings and enhances overall total rewards.

Contextual AI Insights

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The Company
HQ: Mountain View, CA
18 Employees
Year Founded: 2023

What We Do

We are building the next generation of foundation models that provide fully customizable, trustworthy, privacy-aware AI that lets you focus on the work that matters. Contextual AI works on your stack, is secure by default, and lowers the barrier to state-of-the-art generative AI.

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