Regional Director, Field Engineering, Healthcare

Responsibilities

• Lead, coach, and scale a team of Field Engineers supporting enterprise opportunities in healthcare.
• Partner closely with Sales leadership and Account Executives 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

• 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.
• Direct experience navigating healthcare buyer environments — health systems, payers, or healthcare software vendors — including compliance, security, and procurement dynamics specific to the space.
• Proven ability to partner effectively with Sales while maintaining technical integrity and customer trust.
• Comfortable operating in customer-facing, high-pressure deal environments and guiding teams through complexity.
• Strong communication skills and executive presence; can engage developers, architects, CTOs, and healthcare IT leadership.
• Builder mindset: thrives in fast-moving, startup environments and enjoys creating structure where little exists.