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Engineering Manager (Insurance)

1 month, 2 weeks ago
United States
Full-time
Senior
Engineering Manager
Software Development
Machine Learning System Design
Apply Now
Headway

Headway

Headway is revolutionizing mental healthcare by connecting patients with therapists who accept insurance, making quality care accessible and affordable for all.

Health Care Providers & Services
251-1K
Founded 2017
$226M raised
View All Jobs 5

Description

  • Lead an engineering team end-to-end, including hiring, coaching, performance growth, and team culture.
  • Co-own the roadmap with a product manager for a meaningful area of the insurance platform.
  • Make technical direction decisions, including architecture, build-versus-buy trade-offs, and reliability targets.
  • Partner cross-functionally with teams across benefits, eligibility, claims, corrections, patient billing, payer partnerships, and the data platform.
  • Own operational health, including incident response, on-call sustainability, and predictable planning and delivery.
  • Work closely with engineers through design reviews, pairing, and hands-on technical contribution.
  • Guide systems that turn raw insurance data into real-time answers about coverage, cost, and payment.
  • Help teams scale tools and workflows that support high-volume operational work.

Requirements

  • 3–5+ years of experience as a Software Engineer.
  • 2+ years of experience managing engineers.
  • Experience building systems that other teams depend on, such as services, APIs, pipelines, or third-party integrations, at meaningful scale.
  • Strong ability to reason about failure modes and treat reliability as a core feature.
  • Comfort evaluating where automation, prediction, or AI should and should not be used.
  • Ability to give direct, kind feedback and maintain strong working relationships.
  • Mission-driven interest in improving access to mental health care.
  • Healthcare, insurance, claims, or payments platform experience is preferred.
  • Experience partnering with operations or support teams to build scalable tooling is preferred.
  • Production ML or data-platform fluency is preferred.
  • Scaleup experience from Series B through D is preferred.
  • Expectation to remain an active technical contributor rather than a purely people-focused manager.

Benefits

  • Base salary range of $190,000 to $237,500.
  • Eligible for an equity grant.
  • Medical, dental, and vision coverage.
  • HSA / FSA options.
  • 401(k) retirement savings plan.
  • Work-from-home stipend.
  • Therapy reimbursement.
  • 16-week parental leave for eligible employees.
  • Carrot Fertility annual reimbursement and membership.
  • 13 paid holidays plus a holiday break between December 25 and December 31.
  • Flexible PTO.
  • Employee Assistance Program (EAP).
  • Training and professional development.

Interested in this position?

Apply directly on the company website

Apply Now

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