Demo

Head of Engineering

Stealth Startup
Boston, MA Full Time
POSTED ON 10/1/2026
AVAILABLE BEFORE 10/28/2026

Head of Engineering

Location: East Coast, U.S. — Boston preferred; NYC, Philadelphia, and Washington, DC metro areas considered

Travel: Monthly travel to the Boston area

Work Authorization: Must be authorized to work in the U.S. without sponsorship


About the Company

We are a seed-stage AI technology company building innovative solutions in the healthcare space. We are growing our engineering organization and are looking for a hands-on engineering leader who can help shape our technology, product, and team as we scale.

The Role

We are seeking a Head of Engineering to serve as a hands-on player-coach, combining technical leadership with individual contribution.

You will work closely with the founders and product team to translate customer and business needs into scalable technology. You will lead a growing engineering team while remaining actively involved in architecture, technical decisions, and critical engineering initiatives.

This is an opportunity for someone who thrives in an early-stage environment and enjoys building teams, products, and technology from the ground up.


Responsibilities

  • Lead, mentor, and grow a high-performing engineering team of 4 engineers.
  • Remain hands-on and contribute directly to critical engineering initiatives.
  • Own engineering architecture, infrastructure, scalability, and technical strategy.
  • Partner closely with founders and product leadership to translate business and customer needs into technical solutions.
  • Make pragmatic architectural decisions that balance speed, scalability, reliability, and maintainability.
  • Establish strong engineering practices and contribute to a high-performance engineering culture.
  • Help recruit, develop, and retain engineering talent.
  • Understand how engineering and product decisions impact customer adoption and commercial growth.
  • Identify opportunities to leverage AI to improve product capabilities and engineering productivity.
  • Ensure security and reliability are built into the platform, particularly within a regulated industry.
  • Help evolve the technical infrastructure as the company and product scale.
  • Balance near-term execution with long-term technical strategy.


Qualifications

  • Strong software engineering background with experience leading engineering teams.
  • Experience working in a startup or early-stage environment.
  • Demonstrated experience building products and technical infrastructure from the ground up.
  • Strong knowledge of software architecture, system design, infrastructure, and scalability.
  • Strong product instincts and understanding of the relationship between technology and business growth.
  • High ownership, initiative, and ability to operate effectively in an ambiguous environment.
  • Founder mentality and willingness to take on both strategic and hands-on responsibilities.
  • Experience working with AI technologies and modern engineering tools.
  • Strong understanding of security and reliability, particularly in regulated environments.
  • Excellent communication and leadership skills.

Healthcare experience is a plus, but not required.


Location & Work Authorization

  • Boston is preferred.
  • East Coast candidates within reasonable travel distance of Boston will be considered, including candidates in the NYC, Philadelphia, and Washington, DC metro areas.
  • Monthly travel to the Boston office is expected.
  • Must be currently based in the United States.
  • Must be authorized to work in the United States without sponsorship.


Salary.com Estimation for Head of Engineering in Boston, MA
$262,497 to $344,887
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