# Regional Director, Field Engineering, Healthcare
**Company:** [Cursor](https://scaleengineer.com/companies/cursor)
Regional Director, Field Engineering at Cursor leads a high-impact pre-sales Field Engineering team focused on the healthcare vertical, managing technical discovery, demonstrations, and proof-of-concept evaluations for enterprise healthcare accounts. This hands-on leadership role combines technical fluency with people management, requiring deep expertise in healthcare-specific compliance requirements (HIPAA, data governance) and the ability to position Cursor as the leading AI-native development platform for regulated environments.
**Role:** Manager
**Seniority:** Manager
**Locations:** San Francisco
**Salary:** 200000–280000 USD
[Apply](https://jobs.ashbyhq.com/cursor/646f20fa-9cea-4a23-a245-4339619a5497)
Canonical: https://scaleengineer.com/jobs/cursor/regional-director-field-engineering-healthcare
---
## Responsibilities

- Lead and Develop Field Engineering Teams: Build, manage, and scale a high-performing team of Field Engineers supporting enterprise healthcare opportunities. Establish clear performance expectations, career development paths, and coaching frameworks that enable team members to excel in complex technical evaluations and pre-sales engagements.
- Drive Technical Pre-Sales Motion: Partner closely with Sales leadership and Account Executives to design and execute high-quality technical discovery sessions, product demonstrations, and proof-of-concept projects tailored specifically to healthcare buyer requirements and organizational constraints.
- Establish Healthcare-Specific Best Practices: Develop standardized methodologies and frameworks for enterprise evaluations that account for healthcare-specific regulatory requirements including HIPAA compliance, data governance protocols, legacy systems integration challenges, and healthcare IT procurement dynamics.
- Serve as Technical Escalation Point: Manage complex customer evaluations and high-stakes enterprise deals requiring senior technical guidance and executive presence. Provide strategic counsel on healthcare-specific implementation challenges and competitive positioning within regulated environments.
- Recruit and Onboard Field Engineering Talent: Source, hire, and successfully onboard Field Engineers with healthcare domain expertise or regulated-industry experience. Design comprehensive onboarding programs that transfer product knowledge, healthcare compliance frameworks, and customer engagement best practices.
- Serve as Voice of the Field: Synthesize customer and prospect feedback from field interactions to inform Product Management and Engineering roadmap priorities. Communicate customer pain points, competitive insights, and market trends to internal stakeholders to drive product strategy alignment.
- Ensure Successful Customer Transitions: Facilitate tight handoffs between pre-sales and post-sales teams to ensure seamless customer onboarding, adoption enablement, and long-term success. Maintain customer relationships through critical early implementation phases to maximize expansion opportunities.
- Maintain Product and Market Expertise: Stay deeply versed in Cursor's product capabilities, AI-native development platform differentiators, technical roadmap, competitive positioning, and healthcare industry trends. Continuously update knowledge to effectively advise customers and guide team selling strategies.

## Requirements

### education

- {"name":"Bachelor's Degree in Computer Science, Engineering, or Related Field","description":"Formal education in computer science, software engineering, information systems, or related technical discipline. Provides foundational technical knowledge and credibility in technical pre-sales conversations."}
- {"name":"Healthcare or Life Sciences Background (Preferred)","description":"Academic or professional certification in healthcare administration, health informatics, regulated industry compliance, or related healthcare-specific discipline strengthens candidacy for the role."}

### technical

- {"name":"AI-Native Development Platform Expertise","description":"Deep understanding of AI-assisted coding tools, machine learning-powered development environments, and how AI technologies integrate into modern software development workflows. Ability to articulate AI capabilities to non-technical healthcare stakeholders and developers alike."}
- {"name":"Healthcare Compliance and Regulatory Knowledge","description":"Demonstrated expertise navigating HIPAA regulations, data governance frameworks, healthcare IT security standards, and compliance requirements specific to health systems, payers, and healthcare software vendors. Experience evaluating vendor compliance postures."}
- {"name":"Enterprise SaaS Architecture and Integration","description":"Solid understanding of enterprise software architecture patterns, API integrations, cloud deployment models, and healthcare legacy system integration challenges. Ability to assess technical fit and implementation complexity for healthcare enterprise environments."}
- {"name":"Pre-Sales Methodology and Deal Strategy","description":"Proficiency in discovery methodologies, proof-of-concept design and execution, value-based selling frameworks, and deal strategy development. Experience translating buyer technical requirements into tailored evaluation approaches."}
- {"name":"Solution Architecture and Technical Discovery","description":"Ability to conduct thorough technical discovery sessions, architect proof-of-concept solutions, evaluate system fit, and present technical findings to stakeholders. Experience designing evaluation frameworks that de-risk enterprise buying decisions."}

### experience

- {"name":"4+ Years Pre-Sales Leadership","description":"Minimum four years of direct experience leading Field Engineers, Solutions Architects, Sales Engineers, or similar pre-sales teams in enterprise software environments with demonstrated track record of building high-performing organizations."}
- {"name":"Healthcare or Regulated Industry Exposure","description":"Significant professional experience in healthcare, health tech, pharmaceutical, financial services, or other highly regulated industries. Direct engagement with healthcare system procurement, compliance evaluations, and buyer decision-making processes."}
- {"name":"Enterprise Sales Collaboration","description":"Proven ability to partner effectively with Sales teams, Account Executives, and sales leadership while maintaining technical credibility, integrity, and customer trust. Experience balancing sales velocity with technical diligence."}
- {"name":"Customer-Facing Deal Management","description":"Demonstrated comfort operating in high-pressure enterprise deal environments with complex stakeholder dynamics. Experience guiding teams and customers through multi-month evaluations involving multiple decision-makers and technical requirements."}
- {"name":"Healthcare Buyer Expertise","description":"Direct experience navigating healthcare buyer environments including health systems, payers, and healthcare software companies. Understanding of healthcare procurement processes, compliance requirements, security evaluations, and organizational decision-making structures."}

## Skills

### required

- {"name":"Technical Leadership and Mentorship","description":"Ability to lead, coach, mentor, and develop technical professionals. Demonstrated success building high-performing teams, providing career development guidance, and fostering a culture of excellence and continuous improvement."}
- {"name":"HIPAA Compliance and Healthcare Security","description":"Deep expertise in HIPAA regulations, healthcare data governance, PHI protection protocols, and security standards. Ability to guide teams and customers through compliance evaluation processes and communicate security postures effectively."}
- {"name":"Enterprise Sales Process and Methodology","description":"Mastery of enterprise sales methodologies, discovery frameworks, qualification criteria, and deal strategy development. Experience navigating complex multi-stakeholder buying environments and translating technical requirements into sales strategies."}
- {"name":"Solutions Architecture and Technical Design","description":"Ability to design comprehensive proof-of-concept solutions, conduct technical evaluations, assess system fit, and create implementation roadmaps. Experience translating business requirements into technical specifications."}
- {"name":"Executive Communication and Presence","description":"Strong verbal and written communication skills with ability to engage effectively with developers, systems architects, CTOs, and healthcare IT leadership. Professional executive presence in high-stakes negotiations and customer meetings."}
- {"name":"Startup Operations and Rapid Organization Building","description":"Comfort operating in fast-moving startup environments with ambiguity and changing priorities. Ability to create organizational structure, establish processes, and build scalable team infrastructure from the ground up."}
- {"name":"Customer Discovery and Value Alignment","description":"Skill in conducting deep customer discovery, identifying customer pain points, understanding business drivers, and positioning solutions for maximum value. Ability to uncover hidden requirements and guide customers to optimal buying decisions."}
- {"name":"Cross-Functional Collaboration and Influence","description":"Demonstrated ability to partner effectively across Sales, Product Management, Engineering, and Customer Success functions. Skill in influencing without direct authority and building consensus across diverse organizational perspectives."}

### preferred

- {"name":"AI and Machine Learning Platform Experience","description":"Familiarity with AI-assisted development tools, large language models, machine learning operations, or AI-powered productivity platforms. Understanding of emerging AI trends in software development and their business applications."}
- {"name":"Healthcare Software Vendor Experience","description":"Background working at healthcare software companies, health tech startups, or healthcare IT vendors. Direct experience with healthcare customer acquisition, vendor selection processes, and healthcare-specific market dynamics."}
- {"name":"Advanced Degree in Technical Field","description":"Master's degree in Computer Science, Software Engineering, Healthcare Informatics, or related technical discipline. Additional certification in healthcare compliance, information security, or regulatory affairs strengthens candidacy."}
- {"name":"Healthcare System IT Leadership Relationships","description":"Established relationships with healthcare IT leadership, CIOs, and technology decision-makers within health systems, payers, or healthcare software organizations. Network that supports territory expansion and customer introductions."}
- {"name":"Product Management or Engineering Background","description":"Prior experience in product management, engineering management, or technical architecture roles. Direct software development or systems design background enhances credibility with technical buyers and team members."}
- {"name":"Market Research and Competitive Analysis","description":"Experience conducting competitive analysis, market research, and competitive positioning exercises. Ability to identify market opportunities and position products against competitive alternatives effectively."}

## Tech stack

### tools

- {"name":"Cursor Development Platform","description":"Deep expertise with Cursor's AI-native development tool, its capabilities, limitations, use cases, and competitive positioning. Essential for technical demonstrations and customer evaluations."}
- {"name":"Salesforce or CRM Platform","description":"Proficiency with enterprise CRM systems for managing sales pipelines, customer relationships, and pre-sales engagement workflows common in enterprise sales organizations."}
- {"name":"Git and Version Control","description":"Understanding of Git workflows, code repositories, and CI/CD pipelines relevant to modern software development practices and developer productivity assessments."}
- {"name":"Healthcare Compliance Management Tools","description":"Familiarity with HIPAA compliance management platforms, security assessment tools, and vendor risk evaluation software used in healthcare procurement."}
- {"name":"Demo and POC Platforms","description":"Experience with demo environments, sandbox configurations, proof-of-concept management, and technical evaluation platforms commonly used in enterprise software sales."}

### others

- {"name":"HIPAA and Healthcare Compliance Frameworks","description":"Deep knowledge of HIPAA regulations, healthcare data protection standards, security frameworks, and compliance assessment methodologies specific to regulated healthcare environments."}
- {"name":"Enterprise Software Architecture Patterns","description":"Understanding of microservices, cloud-native architectures, API-first design, and modern enterprise software patterns relevant to healthcare digital transformation initiatives."}
- {"name":"Healthcare Industry Dynamics","description":"Comprehensive knowledge of healthcare market structure, payer vs. provider dynamics, healthcare IT purchasing processes, and regulatory landscape affecting healthcare software adoption."}

### databases

- {"name":"SQL Databases","description":"Understanding of traditional relational databases (PostgreSQL, MySQL, SQL Server) commonly used in healthcare systems and critical for healthcare data governance discussions."}
- {"name":"Healthcare-Compliant Data Platforms","description":"Knowledge of HIPAA-compliant database solutions, secure data storage architectures, and healthcare-specific data governance requirements for regulated environments."}
- {"name":"Cloud Data Storage","description":"Understanding of AWS, Azure, and GCP healthcare-compliant data storage solutions relevant to modern cloud-native healthcare software architectures."}

### languages

- {"name":"Python","description":"Widely used in AI and machine learning development, particularly relevant for understanding Cursor's AI-native capabilities and integration with modern development environments."}
- {"name":"JavaScript/TypeScript","description":"Core languages in full-stack development. Understanding essential for discussing modern development workflows and evaluating developer productivity improvements."}
- {"name":"Java","description":"Prevalent in healthcare software systems and enterprise environments. Knowledge important for discussing legacy system integration challenges and healthcare-specific compliance requirements."}

### frameworks

- {"name":"AI-Assisted Development Platforms","description":"Understanding of AI-native coding assistants, Large Language Model (LLM) integration, and machine learning-powered development environments that form the core of Cursor's value proposition."}
- {"name":"Enterprise Application Frameworks","description":"Familiarity with Spring, .NET, Django, and other enterprise-grade frameworks commonly used in healthcare software systems and mission-critical applications."}
- {"name":"Healthcare Interoperability Standards","description":"Knowledge of HL7, FHIR, and healthcare data exchange standards essential for understanding healthcare system integration challenges and evaluating system compatibility."}

## Benefits

### benefits

- {"name":"Equity Compensation","description":"Participate in Cursor's equity upside as an early-stage AI developer tools company. Opportunity to build significant long-term wealth through stock options aligned with company growth and market success."}
- {"name":"Competitive Health Insurance","description":"Comprehensive health insurance coverage including medical, dental, and vision benefits. Access to preventative care and wellness programs supporting physical and mental health."}
- {"name":"Flexible Work Arrangements","description":"Flexible work location and schedule supporting work-life balance. Ability to work remotely or in-office based on role requirements and personal preferences, with consideration for customer-facing responsibilities."}
- {"name":"Professional Development","description":"Investment in continuous learning through conference attendance, training programs, and professional certifications. Annual professional development budget supporting skill development and industry expertise advancement."}
- {"name":"Unlimited Paid Time Off","description":"Generous unlimited paid time off policy enabling flexible vacation and personal leave. Commitment to supporting work-life balance and preventing burnout in fast-paced startup environment."}
- {"name":"401(k) Retirement Plan","description":"Access to tax-advantaged 401(k) retirement savings plan with company matching contributions. Support for long-term financial security and retirement planning."}
- {"name":"Parental Leave","description":"Comprehensive parental leave program supporting both maternal and paternal leave. Commitment to supporting employees during major life events and family growth."}
- {"name":"Wellness and Mental Health Benefits","description":"Mental health support including therapy access, meditation programs, and employee assistance programs. Commitment to supporting holistic employee wellbeing in high-pressure sales environments."}

## Compensation

- **max:** 280000
- **min:** 200000
- **currency:** USD
- **stockOptions:** true

## Interview process

### steps

## Full description
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.

## **About the role**

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.

## **What you’ll do**

* 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 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