Director of Engineering

Vsquared

Cambridge (MA)

On-site

USD 170,000 - 230,000

Full time

14 days+

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Job summary

Vsquared, a Boston-based, venture-backed company at the intersection of oncology, machine learning, and real-world clinical data, is hiring its first Engineering Manager to shape architecture, culture, and scalable production systems.

You will lead a small team, partner with leadership, and directly influence patient outcomes while building observability, workflows, and development processes as the platform grows.

Qualifications

  • 10+ years of software engineering experience with hands-on expertise.
  • 5+ years of engineering leadership in startup/high-growth environments.
  • Strong backend and cloud-native, API and distributed systems experience.

Responsibilities

  • Lead and grow a small, high-performing engineering team with hands-on contribution and leadership.
  • Coordinate across the application platform with other senior engineers for domain architecture.
  • Partner with VP of Product and Engineering to translate product requirements into scalable systems.
  • Improve engineering quality through pragmatic processes, feedback, and mentoring.
  • Establish engineering workflows, observability, testing practices, and development standards as the platform scales.
  • Help teams make architectural tradeoffs balancing speed, maintainability, and complexity.
  • Contribute directly to production code for cross-cutting initiatives.
  • Drive AI-assisted development workflows without compromising quality or clarity.
  • Collaborate with clinical data engineering, infrastructure, and product teams for cohesive evolution.
  • Scale the engineering organization with hiring and mentorship plans.

Skills

Software engineering
Engineering leadership
Backend development
Distributed systems
Cloud platforms
Mentoring
Architecture
Code contribution
Observability
AI workflow adoption

Job description

Build the infrastructure behind the future of cancer detection

We’re a Boston-based, venture-backed company operating at the intersection of oncology, machine learning, and real-world clinical data. Our mission is to fundamentally improve how cancer is detected, monitored, and understood—shifting care from reactive to proactive.


We’re now hiring our first Engineering Manager to help define how we build—from technical architecture to team culture—as we move from early product to scaled, production systems.


This is a foundational leadership role: you’ll shape the engineering organization, work directly with leadership, and build systems that will directly impact patient outcomes.


What You’ll Own


  • Lead and grow a small, high-performing engineering team, combining hands‑on technical contribution with day‑to‑day engineering leadership.

  • Lead engineering execution and day‑to‑day technical coordination across the application platform, partnering closely with Staff Engineers responsible for domain architecture and technical leadership.

  • Partner closely with the VP of Product and Engineering and PMs to translate evolving product requirements into scalable, maintainable systems.

  • Drive engineering quality and continuous improvement through strong technical judgment, fast feedback cycles, pragmatic process, and mentoring.

  • Establish and evolve engineering workflows, observability, testing practices, operational standards, and development processes as the platform grows.

  • Help teams make thoughtful technical and architectural tradeoffs that balance speed, maintainability, and long‑term complexity management.

  • Contribute directly to production code and implementation work, particularly for complex or cross‑cutting initiatives.

  • Guide pragmatic adoption of AI‑assisted development workflows and automation without compromising engineering quality or system clarity.

  • Partner closely with clinical data engineering, infrastructure, and product teams to ensure systems integrate cleanly and evolve cohesively over time.

  • Help scale the engineering organization over time, including hiring, mentorship, team structure, and eventual support for additional engineering leads or managers.


What We’re Looking For


  • 10+ years of software engineering experience, with deep hands‑on technical expertise.

  • 5+ years of engineering leadership or management experience in startup or high‑growth environments.

  • Strong backend and application engineering experience across APIs, distributed systems, and cloud‑native architectures.

  • Track record of balancing speed of execution with long‑term maintainability and operational quality.

  • Experience mentoring engineers and improving team effectiveness through technical leadership, process improvement, and continuous feedback.

  • Strong communication and collaboration skills across engineering, product, and business stakeholders.

  • Ability to operate effectively in ambiguous, evolving environments and help teams navigate change pragmatically.

  • Comfortable contributing directly to architecture discussions, implementation, debugging, and delivery work.

  • Experience managing or mentoring senior and staff‑level engineers is strongly preferred.


Nice to have


  • Experience in healthcare or regulated environments (HIPAA, SOC2, etc.).

  • Familiarity with clinical data systems, interoperability, or healthcare workflows.

  • Experience with AI‑assisted development workflows or integrating AI‑driven capabilities into products.

  • Experience scaling engineering practices and systems from early‑stage through growth.

  • Experience across both application engineering and infrastructure/platform concerns.

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