Customer Success Full-time San Francisco; New York
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About the roleAs Regional Director, AI Deployment at Cursor, you'll lead and develop a team of AI Deployment Managers supporting some of our most strategic enterprise customers. This role exists to scale adoption quality and consistency as demand accelerates - translating Cursor's momentum into repeatable, high-impact deployment outcomes while preserving the speed, flexibility, and developer-first ethos that make Cursor successful.
You'll own the post-sale experience for our enterprise segment, working closely with Sales and Field Engineering to ensure customers achieve measurable engineering and business value from Cursor. This is a highly cross-functional role that sits at the intersection of customer success, technical depth, and strategic leadership.
What you'll do- Hire, lead, and develop a team of AI Deployment - including onboarding, coaching, performance management, and ongoing skill development
- Own post-sale account planning, with accountability for account health, usage, risk mitigation, and expansion pipeline generation
- Act as an escalation point for complex deployments and high-stakes enterprise accounts
- Build lightweight, scalable processes that codify what works while preserving speed, flexibility, and low friction
- Guide best practices around rollout strategy, prompt design, context configuration, and internal enablement
- Partner closely with Sales and Field Engineering to deliver a seamless post-sale experience and support expansion opportunities
- Collaborate with Product, Engineering, and Marketing to advocate for customer needs, influence roadmap priorities, and drive product adoption
You may be a fit if- You have 4+ years of experience leading customer-facing technical teams in TAM, Solutions, Deployment, or similar roles
- You have a strong understanding of software development lifecycles, engineering org structures, and AI-enabled developer tooling
- You have a proven track record of driving adoption and influencing expansion through customer outcomes
- You have executive presence and strong communication skills - comfortable whiteboarding with developers and discussing business value with VP- and CTO-level stakeholders
- You're a high-agency, scrappy operator who thrives in fast-moving, ambiguous environments
- You care deeply about AI and believe that transforming how software is written is one of the most important problems to work on right now
