Regional Vice President, Customer Success

As Regional Vice President, Customer Success at Cursor, you'll build and lead Regional Directors and AI Deployment Managers across Strategic Enterprise and Geo Enterprise segments in AMER.

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.

Responsibilities

• Hire, develop, and hold a high bar for Regional Directors and the ADM leaders and ICs beneath them, including onboarding, coaching, performance management, calibration, and ongoing skill development across East and West coverage
• Own retention and expansion outcomes (NRR/GRR) and post-sale account planning across Strategic Enterprise and Geo Enterprise, with accountability for segment health, risk prioritization, usage depth, and expansion pipeline generation
• Act as an escalation point for complex deployments, executive misalignments, and high-stakes enterprise accounts across your segments
• Build lightweight, scalable processes that codify what works while preserving speed, flexibility, and low friction. Define coverage models that match segment complexity
• Guide best practices around rollout strategy, adoption playbooks, mutual success planning, and executive business reviews tied to customer outcomes, not seat counts or activity metrics
• Partner closely with Sales and Field Engineering to deliver a seamless post-sale experience and support expansion opportunities. Coordinate with Solutions Architecture on technical expansion for top strategic accounts
• Collaborate with Product, Engineering, Enablement, Marketing and Partners to advocate for customer needs, influence roadmap priorities, and drive product adoption across recurring

Requirements

• You have 10+ years in customer success, technical account management, solutions, or post-sales leadership in enterprise software, with 5+ years leading leaders who have hired, developed, calibrated, and managed managers and directors, not just ICs
• You have a strong understanding of software development lifecycles, engineering org structures, token economics, and AI-enabled developer tooling, including PLG-to-SLG transition dynamics in consumption-based enterprise accounts
• You have a proven track record of driving adoption and influencing expansion through customer outcomes at segment or regional scale, and you can speak to NRR/GRR with your own data
• 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 smart, hungry, humble, high-agency player-coach who can carry a strategic book when it matters, builds teams that do the same, and 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