VP of Engineering

As VP of Engineering, you will lead and scale a high-performing software engineering organization, playing a pivotal role in shaping our technology and provider-facing platform. Reporting directly to the CTO, you will drive technical decision-making, guide cross-functional prioritization, and partner closely with product and senior leadership. You will champion engineering excellence, mentor and develop engineering managers, and lead the integration of cutting-edge generative AI technologies to unlock next-generation capabilities for our users.

About Regard

Regard's mission is to bring world-class healthcare to everyone. Our technology reasons through a patient's entire medical record to recommend diagnoses that would otherwise be missed, in real time at the point of care, during chart review, and in population-wide screening to identify patients who qualify for lifesaving treatment.

We work alongside some of the top health systems in the country to lead the change this industry needs. We're excited by challenges, mission-oriented work, and meaningful relationships. We want you to join us.

Responsibilities:

• Partner closely with the CTO and Head of Product to align technical execution with company priorities and product roadmap goals

• Own and optimize engineering delivery processes, driving predictability, improving sprint planning, and sharpening estimation accuracy

• Design an organizational structure that fosters accountability, eliminates bottlenecks, and improves cross-team collaboration

• Mentor and upskill engineering managers, helping them grow as leaders and effectively manage their own teams

• Collaborate cross-functionally with Product, Design, Customer Success, and Operations to ensure tight feedback loops and accelerate rapid iteration

• Define and execute the engineering roadmap, establishing best practices for AI-powered, data-rich, and clinically reliable systems

Minimum Qualifications:

• BS degree in Computer Science or equivalent practical experience

• 5+ years of software engineering experience, with 2+ years in senior engineering leadership roles (Director or VP level)

• Experience scaling engineering organizations to 30+ people within high-growth, dynamic startup environments

• Experience leveraging generative AI and agentic coding workflows to accelerate the software development lifecycle

• Proven track record of mentoring, upskilling, and managing engineering managers

• Demonstrated accountability for overseeing system reliability, scalability, and security across large-scale engineering initiatives

• Strong technical foundation in cloud infrastructure (e.g., AWS), modern CI/CD practices, and observability frameworks

• Demonstrated track record of partnering with Product leadership to successfully execute complex roadmaps from conception to completion

Preferred Qualifications:

• Experience navigating the complexities of health tech or enterprise SaaS environments

• Experience leading engineering teams building with modern stacks like Python, TypeScript, or Go

Hybrid Work | Location | Work Authorization

• For this role, Regard is currently only considering candidates who are authorized to work in the US without visa sponsorship, and are within either the New York City metropolitan area

• Our expectation for this role is to be in the office 3 days per week. We also require more frequent in-office work during the onboarding period and team onsite weeks up to once per month

• We will provide relocation assistance to anyone who does not already reside in the NYC metropolitan area

• For those who enjoy working from our Manhattan office, we offer catered lunches and other fun perks

• Additionally, hybrid employees have the flexibility to work from locations outside of their home office from up to 6 weeks per year

Perks & Benefits

• 99% employer paid health benefits (Medical, Dental, and Vision) + One Medical subscription

• 18 PTO days/yr + 1 week holiday break

• Monthly health & wellness budget

• Company-sponsored team retreat + social events

• A sabbatical program

Our goal at Regard is to provide and maintain a work environment that fosters mutual respect, professionalism and cooperation. Regard is proud to be an equal opportunity employer that does not discriminate on the basis of actual or perceived race, creed, color, religion, national origin, ancestry, alienage or citizenship status, age, disability or handicap, sex, gender identity, marital status, familial status, veteran status, sexual orientation or any other characteristic protected by applicable federal, state or local laws. We celebrate diversity and are proud of our supportive, inclusive workplace.

All candidates must successfully complete a background check as part of the hiring process.