Founding Enterprise Account Executive

Ocular AI is building the data engine for multimodal AI—powering the next wave of Computer Vision, Generative AI, and Enterprise AI models.

We use AI to help companies curate, annotate, and train models on messy, unstructured multimodal data—turning it into high-quality datasets, fast.

We're backed by top investors including Y Combinator, Drive Capital, BDMI, Orange Collective, and more—and we’re already working with large enterprises and Fortune 500 companies.

This is your chance to join us at the ground floor and help close multimillion-dollar enterprise deals as we scale toward $XXM+ in ARR.

About the Role  

We’re looking for a Founding Enterprise Account Executive to join our early team and lead customer and revenue growth at Ocular AI.

In this role, you’ll work directly with the founders (Dartmouth, ex-Google, and ex-Microsoft) to identify, close, and grow strategic accounts across frontier AI companies, research labs, Fortune 500s, and global enterprises.

You’ll own the entire sales process—from outbound prospecting and customer discovery to pitching, negotiation, and closing high-impact, multimillion-dollar enterprise deals.

This is a true zero-to-one role: we’re looking for someone who’s not just excited to sell—but eager to help build the sales motion, shape the GTM strategy, and lay the foundation for a generational AI company.

What You’ll Do  

• Own the full sales cycle from outbound prospecting to closing large enterprise and Fortune 500 accounts.  
• Help close multimillion-dollar deals and drive revenue across AI-native companies and traditional enterprises alike.  
• Work closely with the founders to craft our go-to-market strategy, sales materials, and pricing models.  
• Collaborate cross-functionally with Product and Engineering to shape customer feedback into product direction.  
• Educate prospects on the power of high-quality data, multimodal annotation and curation, and our AI-native platform.  
• Build lasting relationships with some of the most innovative AI teams in the world. 
• Create scalable sales processes and lay the foundation for a world-class revenue team.

What We’re Looking For  

• 3+ years of experience in B2B sales (startup/AI/data infra/ML tooling/enterprise sales experience is a huge plus).  
• Previous Startup (at a top startup) Enterprise Sales experience is a MUST have.
• A track record of closing large enterprise or Fortune 500 deals and six-figure ACVs.
• Exceptional communication and storytelling skills—you make technical products feel magical.  
• A builder’s mindset: you enjoy crafting processes, figuring things out, and navigating ambiguity.  
• Hunger and drive to win, with deep empathy for customers and a collaborative spirit.  
• Comfortable working in person in our SF office—this is a hands-on, high-agency role.

  

Our Values  

• Founder Mentality: You take ownership and move fast with confidence and clarity.  
• Customer Obsession: You listen deeply and deliver value that changes the trajectory of your customers.  
• Design-Oriented: You care about user experience, even in sales touchpoints.  
• Humble and Collaborative: You thrive in a team, value feedback, and leave your ego at the door.

Read more about the 10 traits we look for → https://www.useocular.com/careers

• Intro Call with Founders (30 min): Get to know us and why we’re building Ocular AI.  
• Sales Deep Dive (1 hr): Walk us through your experience and how you approach inbound, outbound, closing, and customer success.  
• Mock Pitch (1 hr): Sell Ocular AIU to us—we’ll give you context and see how you’d engage a real prospect.  
• Work Trial: Spend a day with us at our San Francisco office and experience what life at Ocular AI is really like.