Head of Sales

Endgame is building the context engine for go-to-market. The bet underneath the company: the hard part of applied AI isnt the model its 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 someones head. Models cant reason their way out of that. You have to do the work upstream.

So thats 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.

Were a small technical team solving specific unsolved problems at the boundary of data engineering and applied AI. If thats the work you want to be doing wed like to meet you.

Were looking for our Head of Sales someone excited to build the function from the ground up. Youll 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 thats cross-functional by default.

• Close Endgames 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 Endgames consultative FDE-paired motion.

• Codify the playbook Keep the methodology current as the product ICP and buying committee evolve.

• Partner with FDE leadership Own the joint cadence between AEs and FDEs and keep the co-build motion working as a real partnership.

• Youve built an enterprise sales function from zero Not inherited a team and scaled it actually built one. Early-stage company top-down enterprise motion you on the founding bench.

• You sell technical product to technical buyers Complex software into CIOs CTOs VPEs Heads of Data or senior technical operators. C-suite selling experience is acceptable in lieu of a specific persona match; product-specific selling experience is not required.

• Youve reported to a founder before ideally more than once You know what it takes to be a founders right hand on revenue and what it costs.

• Your career path is non-linear Thats a feature not a bug.

• You coach to a methodology not just a number Youve shipped a sales playbook that survived your tenure.

• Comfortable in a fast-paced startup environment adapting quickly and collaborating across diverse teams.

• Competitive compensation and equity

• 401k health dental and vision insurance

• Flexible time off

• Paid parental leave

• Education stipend

The qualifications listed in our job descriptions are meant as guidelines not strict requirements. You dont need to meet every qualification to apply if you believe your skills and experience make you a strong candidate we want to hear from you. Apply directly or reach out to us at .

The qualifications listed in our job descriptions are meant as guidelines not strict requirements. You dont need to meet every qualification to applyif you believe your skills and experience make you a strong candidate we want to hear from you! Apply directly or reach out to us at

Required Experience:

Director