Enterprise Account Executive

About Contextual AI

We're revolutionizing how AI Agents work by solving AI's most critical challenge: context. The right context at the right time unlocks the accuracy and production scale that enterprises leveraging AI require. Our enterprise AI development platform sits at the intersection of breakthrough AI research and practical developer needs. Our end-to-end platform allows AI developers to easily and accurately ingest and query documents from enterprise data sources and easily embed retrieval results into their business workflows.  

Contextual AI was founded by the pioneers of Retrieval-Augmented Generation (RAG), the foundational technique behind the context layer, connecting foundation models to current and relevant information. Backed by the industry's most forward-thinking venture capitalists, we're not just participating in the enterprise AI revolution, we're defining it. Join us in building a future where AI doesn't just answer questions, it transforms businesses.

Job Overview

Contextual AI is hiring Account Executives to be part of the 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

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.