Senior Engineering Manager, Payer & Outcomes

Headway; San Francisco (CA); On-site; USD 265,000 - 332,000; Full time

Benefits offered by this job

Medical

Dental

Vision

HSA/FSA

401(k) match

Fertility reimbursement

Paid parental leave

Paid caregiver leave

Job summary

Headway is building a new mental healthcare system accessible to all. We are seeking an experienced engineering leader to oversee the Payer & Outcomes groups, guiding two teams responsible for measuring patient outcomes and analyzing utilization and cost of care.

You will partner with Product, Clinical, Data Science, and Commercial teams to drive impact, set a strong technical and operational roadmap, and contribute to Headway's mission to transform mental health care at scale.

Qualifications

• 6+ years of engineering management experience at a high-growth startup or scale-up.
• 3–5+ years of experience as a software engineer, enough to hold technical direction credibly.
• A track record of building and leading high-performing teams that delivered business outcomes through technical investment.
• A strong product mindset and cross-functional relationships that build trust with users and stakeholders.
• Experience owning an externally-committed metric, with the scope discipline that requires.
• Comfort with data- and ML-heavy systems: measurement, experimentation, and metric guardrails.
• Nice to have: healthcare, insurance, or another regulated, high-trust domain.
• Nice to have: value-based care, quality measurement, or utilization management.
• Nice to have: prior experience with Python, React, and AWS infrastructure.

Responsibilities

• Lead, manage, and grow two engineering teams.
• Own delivery on a company-level outcomes key result, including its guardrails.
• Set the technical and operational roadmap across measurement, segmentation, and utilization.
• Develop your team through weekly 1:1s, mentorship, and direct feedback, and develop the manager reporting to you.
• Partner closely with Product, Clinical, Data Science, and Commercial to iterate quickly and rigorously.
• Contribute to the broader group and company strategy, not just your own roadmap.

Skills

Engineering management

Software engineering

Team leadership

Product mindset

Metrics ownership

Data/ML systems

Healthcare domain

Python experience

React experience

AWS experience

Job description

Headway is building a new mental healthcare system accessible to all. We are seeking an experienced engineering leader to oversee the Payer & Outcomes groups, guiding two teams responsible for measuring patient outcomes and analyzing utilization and cost of care.

You will partner with Product, Clinical, Data Science, and Commercial teams to drive impact, set a strong technical and operational roadmap, and contribute to Headway's mission to transform mental health care at scale.