Engineering Manager, Benefits

1 in 4 people in the US have a treatable mental health condition but most providers dont accept insurance making therapy too expensive for most people. Headways mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing claims payment reconciliation - is a nightmare. Weve automated that.

But were going further. Over 70000 providers across all 50 states run their practice on our software serving over 1 million patients. We are building the best tools for therapists to run their entire practice reimagining the experience of finding a therapist and investing in the platform foundations to enable this at scale. We arent just a billing layer; we are becoming the platform where care actually happens.

Were a Series D company with $325M in funding (a16z Accel GV etc.) looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us and help change mental healthcare for the better.

About the Team & Role

Mental health care shouldnt come with surprise bills. It shouldnt cost patients hours on the phone to find out what their insurance actually covers and it shouldnt cost providers sleep wondering whether theyll get paid for the work they did. At Headway getting insurance right reliably accurately and in real time is one of the most important problems we solve. And it sits at the heart of a multi-billion-dollar mental health system were building from the ground up.

Were hiring an Engineering Manager to lead the team that owns Headways benefits platform: the core systems that determine what every patients insurance actually covers what theyll pay out of pocket and how providers get reimbursed accurately. This is infrastructure that the rest of the company runs on. When it works millions of appointments happen smoothly; when it doesnt patients dont get care and providers dont get paid.

Youll lead a team of 45 engineers co-own the roadmap with your PM and report to our Senior Engineering Manager who will give you the autonomy to run this team end-to-end while being a close thought partner. This is a role designed for a leader who still wants to be in the weeds reading PRs shaping tech specs showing up to design reviews as a contributor. At Headway technical credibility is how engineering managers lead.

What Youll Own

• A team of 45 engineers hiring growing and coaching them through the most formative stretch of their careers
• A platform that sits at the core of Headways business every patient booking every provider payout and every claim depends on what your team builds
• The roadmap in partnership with product setting the pace the priorities and the bets for one of the most leveraged engineering teams at the company
• The technical standards and team culture how the team scopes work how it makes architectural decisions how it responds to incidents and how it treats on-call as a first-class concern
• A seat at the table partnering with the leaders of claims eligibility billing and payer partnerships to keep the whole system honest

Youd Be a Great Fit If...

• You built your career as an engineer first. Youve spent 5 years writing and shipping code at a senior or staff level and youre still close enough to the craft to push back in a design review.
• Youre early in your management career maybe youre already running a small team or maybe youve been a tech lead with a few reports and youre ready for a bigger scope. Were betting on trajectory not tenure.
• Youve built robust systems and love thinking through all the moving pieces of a complex system. Youve owned things other teams depend on and you take that responsibility seriously.
• You understand deep problems and build intelligent systems with the right leverage whether thats agents predictive algorithms or the rules and infrastructure that hold it all together. You see AI as a tool for solving real business problems not as a hammer looking for a nail.
• Youre energized by mission-driven work. You want your engineering career to matter beyond the code and you see how better infrastructure for mental health care is better access to mental health care.
• You give direct kind feedback. Youve told someone a hard truth about their work and left the relationship stronger for it.

Bonus points for:

• Deeper machine learning fluency hands-on experience with eval loops model rollout or production ML systems
• Healthcare insurance or claims experience
• Scaleup experience Series B through D

Compensation and Benefits:

The expected base pay range for this position is $190000 - $237500 based on a variety of factors including qualifications experience and geographic addition to base salary this role may be eligible for an equity grant depending on the position and level.

We are committed to offering a comprehensive and competitive total rewards package including robust health and wellness benefits retirement savings and meaningful ownership opportunities through equity. Compensation decisions are made holistically ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.

• Benefits offered include:
• Equity compensation
• Medical Dental and Vision coverage
• HSA / FSA
• 401K
• Work-from-Home Stipend
• Therapy Reimbursement
• 16-week parental leave for eligible employees
• Carrot Fertility annual reimbursement and membership
• 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
• Flexible PTO
• Employee Assistance Program (EAP)
• Training and professional development

We believe a teams strength is in its people and we cannot achieve this mission without a team that reflects the diversity of this problem across race ethnicity gender sexuality age national origin religion family status disability military status and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process to perform essential job functions and/or receive other benefits and privileges of employment please inform the recruiter when they contact you to schedule your interview.

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