Regional Director, Field Engineering, Healthcare

About the role

The Regional Director, Field Engineering role is at the intersection of Sales, Product, and Engineering. This role is responsible for building and leading a high impact pre-sales Field Engineering team focused on Cursor's healthcare vertical.

Responsibilities

• 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

Requirements

You may be a fit if:

• 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