Director of Sales, AI Enterprise
$360kStitch Talent
Director of Sales, AI Enterprise (Head of Sales)
The opportunity
Stitch Talent is partnering with a high-growth AI company to hire a frontline sales leader. This is a build-from-scratch role: you will recruit and ramp a team of enterprise Account Executives, build the playbook, and close business alongside your team while the company scales through its next stages of growth. If you have led sellers at a fast-moving startup and want to build the team rather than inherit one, this is that seat.
Compensation
$360K+ OTE on a 50/50 base and commission split. Uncapped commission, with a guaranteed draw for the first 3 months, plus competitive equity.
What you will do
- Hire, ramp, and lead a team of enterprise AEs, recruiting top performers from your own network and holding a high bar from day one
- Carry territory and close complex, multi-stakeholder deals alongside your team, selling to technical and business buyers alike (CIOs, engineering leaders, founders)
- Coach AEs to run credible technical conversations, and step into late-stage deals to help get them across the line
- Build the sales motion end to end: first conversation, evaluation, proof of concept, negotiation, and production-scale expansion
- Partner with product, engineering, and marketing to unblock adoption and feed field patterns back into the roadmap
- Own forecasting and pipeline discipline, and scale the team, process, and playbook as the company grows through its next funding stages
What we are looking for
- 8+ years of B2B software sales experience, including complex enterprise deals
- 3+ years of frontline management experience, directly managing Account Executives
- A track record at a high-growth startup (Series A and beyond) where you built or scaled a team through rapid growth
- Experience selling technical products (AI, APIs, infrastructure, or data platforms) to technical buyers
- A true player-coach: low ego, high ownership, comfortable with ambiguity and a fast pace
- Based in New York able to work hybrid in-office
About Stitch Talent
Stitch Talent is a boutique recruiting firm that partners with high-growth technology companies on their most important go-to-market hires.
Interested? Apply through this posting
Vacancy posted 5 hours ago
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