At MassMutual Ventures, we are fortunate to have been early and long-term partners to our portfolio of category-defining businesses that are located across the globe. Learn more about their available opportunities below.
Y Combinator
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
What We’re Looking For
Our Values
Read more about the 10 traits we look for → https://www.useocular.com/careers