Regional Director, AI Deployment

As 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.

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