Advisor & Enterprise Deal Operations Expert

Deepgrids is building the AI deal operations team for enterprise software companies. We take responsibility for the work that turns hard-won customer commitments into completed deals.
We combine AI software and experienced operators to carry quoting, approvals, contract follow-through, and billing handoffs across the finish line. Companies will entrust us with work that directly affects their revenue. If that work stalls, it is our responsibility to move it forward. That accountability is the foundation of the company we’re building.
We’re already backed by superangels from Palo Alto Networks, Google, Amazon, and Twilio. Now we’re looking for an experienced deal operations leader to help build the company this work deserves.
Enterprise companies spend enormous effort winning a customer’s confidence. Then their own internal machinery gets in the way. Pricing context is scattered. Approvals arrive without the information needed to make a decision. Experienced people spend their days chasing updates and repairing handoffs.
You have probably spent years making that machinery function. At Deepgrids, you can help redesign how the work gets done.
The role
As our Advisor & Enterprise Deal Operations Expert, you’ll work directly with the founders to:
Turn your operating experience into practical workflows for quotes, commercial exceptions, approvals, and contract-to-billing handoffs.
Establish where AI can execute reliably, where experienced operators must intervene, and which decisions require customer authority.
Shape early customer engagements, including the work we take on, the commitments we make, and how we evaluate delivery.
Challenge product decisions against real enterprise conditions, including the difficult cases that rarely appear in a demo.
Who we’re looking for
You have owned deal desk or commercial operations at a B2B software company. You have worked through consequential decisions with Sales, Finance, and Legal. You understand the difference between a process that looks orderly on paper and one that holds up at quarter-end.
You bring strong judgment, specific opinions, and the willingness to tell the founders when something will fail.
Why join
Your experience will influence the product, the operating model, and the promises we make to customers. You will help decide how a new company earns the right to take responsibility for this work.
Contract advisory role. Remote within the United States.
We also welcome conversations with experienced operators who invest in early-stage companies and want to help shape the next generation of deal operations.

Work arrangement
Yes