Endgame
GTM
HeadofSales
Neural analysis suggests this role is
optimal for Lead candidates.
“Head of Sales at Endgame. Skills: building an enterprise sales function from zero, selling technical product to technical buyers, reporting to a founder, coaching to a methodology, adapting quickly and collaborating across diverse teams. Close Endgame's biggest deals yourself. Carry a senior book and run the most strategic enterprise opportunities top-down with the CEO and an FDE”
Industry & Context.
What They're Looking For.
Must Have
You've built an enterprise sales function from zero, You sell technical product to technical buyers, You've reported to a founder before, ideally more than once, Your career path is non-linear, You coach to a methodology, not just a number, Comfortable in a fast-paced startup environment, adapting quickly and collaborating across diverse teams
Nice to Have
C-suite selling experience is acceptable in lieu of a specific persona product-specific selling experience is not required
What You'll Do.
Close Endgame's biggest deals yourself
Carry a senior book and run the most strategic enterprise opportunities top-down with the CEO and an FDE
Coach AEs through their hardest deals
and step in personally when the moment calls for it
Hire and develop senior enterprise AEs against Endgame's consultative
Keep the methodology current as the product
and buying committee evolve
Own the joint cadence between AEs and FDEs and keep the co-build motion working as a real partnership
How You'll Work.
Team & Collaboration
partnering directly on every dimension of how Endgame goes to market; Partner with FDE leadership; collaborating across diverse teams
Full Job Description
ABOUT ENDGAME 🌎 Endgame is building the context engine for go-to-market. The bet underneath the company: the hard part of applied AI isn't the model — it's getting the right context to it. Real enterprise data is messy. Duplicated contacts across seven systems, deals referenced by nickname in Slack, methodology that lives in someone's head. Models can't reason their way out of that. You have to do the work upstream. So that's what we do. Entity resolution across CRM and conversational data, fact extraction with provenance, retrieval that respects permissions and recency, methodology encoded as first-class structure. The output: a layer that powers both day-to-day GTM work and the agents teams build on top of it — agents that work in production, not just demos. Companies like Monte Carlo, BetterUp, Braze, Hex, and Vistra run their revenue motion on it. We're a small, technical team solving specific, unsolved problems at the boundary of data engineering and applied AI. If that's the work you want to be doing, we'd like to meet you. YOUR MISSION 🚀 We're looking for our Head of Sales — someone excited to build the function from the ground up. You'll report to our CEO, partnering directly on every dimension of how Endgame goes to market. Endgame is a platform that serves the whole GTM org, not just sales. The leader we want thinks at that scope: a technical product sold top-down to technical buyers, a co-build motion with engineers in the room, and a buying committee that's cross-functional by default. YOUR RESPONSIBILITIES 🗓 - Close Endgame's biggest deals yourself – Carry a senior book and run the most strategic enterprise opportunities top-down with the CEO and an FDE. - Help your team close theirs – Coach AEs through their hardest deals, and step in personally when the moment calls for it. - Build the function – Hire and develop senior enterprise AEs against Endgame's consultative, FDE-paired motion. - Codify the playbook – Keep the methodology current as the prod
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