RVP, Customer Success, Strategic & Geo Enterprise (AMER)

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RVP, Customer Success, Strategic & Geo Enterprise (AMER)

Customer Success · Full-time · San Francisco; New York

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Our mission is to automate coding. The first step in our journey is to build the best tool for professional programmers, using a combination of inventive research, design, and engineering. Our organization is very flat, and our team is small and talent dense. We particularly like people who are truth-seeking, passionate, and creative. We enjoy spirited debate, crazy ideas, and shipping code.

Were hiring one of our Founding leaders of Cursors Customer Success organization in AMER, tasked with building the management layer from scratch and turning explosive product-led growth into a repeatable engine for enterprise adoption. This is your chance to define how Cursor scales customer success at a company-size and moment where the playbook doesnt exist yet, you get to write it.

About the role

As Regional Vice President, Customer Success at Cursor, youll build and lead Regional Directors and AI Deployment Managers across our Strategic Enterprise and Geo Enterprise segments in AMER. This role exists to scale adoption quality and consistency as demand accelerates, translating Cursors momentum into repeatable, high-impact deployment outcomes while preserving the speed, flexibility, and developer-first ethos that make Cursor successful.

Strategic Enterprise (751+ software engineers) and Geo Enterprise (251-750 software engineers) are company-size bands, not geographic territories. Regional coverage for both segments are organized East/West across AMER. Many of these accounts landed through product-led growth without a traditional sales-led motion. Youll own retention and expansion outcomes across a large, high-value enterprise book while scaling the ADM organization, 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 youll do

• 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

You may be a fit if

• 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

• Youre 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

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Are you currently located in (or willing to relocate to) either the New York City area or San Francisco Bay area and able to work from the office 3-4 days per week?*

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Describe the largest team youve led that included managers/directors reporting to you. How was it structured, by segment, vertical, or region, and what was the size and composition of the org you built or inherited?*

Who were you selling to or supporting, in terms of company size, buyer persona, and industry? Specifically, have you worked with technical buyers (engineering leaders, CTOs) in consumption-based or usage-based enterprise accounts, and if so, what did that look like?*

U.S. EQUAL EMPLOYMENT OPPORTUNITY INFORMATION (Completion is voluntary and will not subject you to adverse treatment)

Anysphere, Inc. provides equal employment opportunities to applicants and employees without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, protected veteran status, or disability.

We invite all applicants to voluntarily self-identify their race, ethnicity, and gender. Submission of the information on this form is strictly voluntary and refusal to provide it will not subject you to any adverse treatment. Information obtained will be retained in a confidential file and separate from personnel records. This information may only be used in accordance with the provision of applicable federal laws, executive orders, and regulations. If you want more information about any of the sections, please check with a company representative.

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