Lead and develop a high-impact pre-sales Field Engineering team focused on healthcare for a growing AI-native development platform.
Skills & Technologies
AI in the day-to-day
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Requirements
Joblaze summary
The Regional Director of Field Engineering at Cursor is responsible for leading a team that supports enterprise sales in the healthcare sector, focusing on technical discovery and proof-of-concept execution. This role requires a blend of technical expertise and people management skills, as the director will coach Field Engineers and collaborate closely with sales teams to navigate complex customer evaluations. Ideal candidates will have significant experience in enterprise software and a strong understanding of healthcare compliance and procurement dynamics. Cursor's flat organizational structure fosters a creative and debate-driven environment, making it suitable for those who thrive in fas
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Quick facts
From the original posting
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.
We're hiring a Regional Director, Field Engineering to build and lead a high impact pre-sales Field Engineering team focused on Cursor's healthcare vertical — supporting our fastest growing enterprise accounts across health systems, payers, and healthcare software companies. This role sits at the intersection of Sales, Product, and Engineering and is responsible for ensuring our technical pre-sales motion scales with quality, speed, and credibility.
As the Regional Director, Field Engineering, you’ll manage and develop Field Engineers who partner closely with AEs to run technical discovery, demos, and proofs of concept tailored to Healthcare buyers. You’ll also stay close to customers and deals yourself, coaching in real time, unblocking complex evaluations, and ensuring Cursor is positioned as the best AI-native development platform for healthcare engineering organizations.
This is a hands-on leadership role for someone who combines technical fluency, strong people management, and excellent cross-functional judgment.
Lead, coach, and scale a team of Field Engineers supporting enterprise opportunities
Partner closely with Sales leadership and AEs to drive high quality technical discovery, demos, and POCs
Establish best practices for evaluations, proof-of-concept execution, and technical deal strategy, accounting for healthcare-specific requirements (HIPAA, data governance, legacy systems integration)
Serve as an escalation point for complex customer evaluations and high-stakes enterprise deals in the healthcare space
Hire, onboard, and develop top-tier Field Engineering talent with healthcare or regulated-industry domain experience; set clear expectations and career paths
Act as the voice of the field internally, feeding customer and prospect insights back to Product and Engineering
Ensure tight handoffs with post-sales teams to support successful customer onboarding and adoption
Maintain deep knowledge of Cursor’s product, roadmap, and competitive landscape
You have 4+ years experience leading Field Engineers, Solutions Architects, or Pre-Sales teams in enterprise software, with meaningful exposure to healthcare, health tech, or another regulated industry
You have direct experience navigating healthcare buyer environments — health systems, payers, or healthcare software vendors — including compliance, security, and procurement dynamics specific to the space
You have proven your ability to partner effectively with Sales while maintaining technical integrity and customer trust
You are comfortable operating in customer-facing, high-pressure deal environments and guiding teams through complexity
You have strong communication skills and executive presence, and can engage developers, architects, CTOs, and healthcare IT leadership
You have a builder mindset: you thrive in fast-moving, startup environments and enjoy creating structure where little exists