Head of Sales
About The Position
DeepJudge is seeking a Head of Sales to build and lead the engine for their go-to-market strategy. This role is for a first-principles operator who has personally carried an enterprise quota, built and led AE teams through a compounding scale transition, and has the judgment to rebuild the playbook while running it. The ideal candidate is customer-obsessed, hires people better than themselves, thinks in systems, and brings high standards. This role is critical for driving AE productivity, improving win rates and cycle times, ensuring forecast accuracy, doubling the AE bench, ensuring clean handoffs to Customer Success, building pipeline coverage, establishing a repeatable sales system, and executing cross-functionally with Marketing and Product.
Requirements
- Personally carried an enterprise quota.
- Built and led AE teams through a compounding scale transition.
- Judgment to rebuild the playbook while running it.
- Customer-obsessed.
- Hires people better than themselves and sets the standard.
- Thinks in systems, not heroics.
- Brings high standards, with the confidence to be direct, the humility to be wrong, and the bias to move when the path is clear.
- Legally authorized to work in the United States.
- Leads with first principles rather than 'my playbook'.
- Gets into deals immediately in a new role.
- Prefers building a motion over running an established one.
- Owns hiring and coaching personally.
- Comfortable in the deal room.
- Confuses activity with impact.
- Prefers decisions over debate.
- Ego runs lower than standards.
Nice To Haves
- Experience in elite law firms and Fortune 500 corporate legal teams.
- Experience in the age of AI and rewriting enterprise SaaS playbooks.
Responsibilities
- Own AE productivity at $2M+ per rep.
- Improve win rates and decrease cycle times across both buyer segments.
- Achieve forecast accuracy within ±5–10% inside the quarter, every week.
- Double the AE bench to 20+ Tier-1 operators across NA and EMEA, setting the hiring bar and shaping the team's standards.
- Ensure clean handoffs to Customer Success, with a focus on first-year retention on new logos.
- Achieve pipeline coverage at 3–4x quarterly target, with a healthy mix of inbound, outbound, and AE-sourced pipeline.
- Build the foundation of a repeatable sales system, including methodology, inspection cadence, deal approval, commercial constructs, and AI-powered tooling, in collaboration with RevOps and the Founding GTM Engineer.
- Execute cross-functionally with Marketing for pipeline generation, events, and campaigns.
- Provide customer feedback and roadmap input to Product.
- Be in the deal room every week, participating in the largest and most strategic deals alongside AEs.
- Develop demos, decks, and executive narratives.
- Focus the first 90 days on doing the work, not designing the organization.
Benefits
- Meaningful equity
- Equal opportunity employer
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What This Job Offers
Job Type
Full-time
Career Level
Senior
Education Level
No Education Listed
