Staff Technical Program Manager

Summary

Join Headway's Engineering team as their first Staff Technical Program Manager and define how they execute critical technical initiatives. Partner with the Foundations team to tackle engineering programs impacting all systems and processes. Lead end-to-end technical programs, prioritize technical investments, and spearhead operational health initiatives. Establish operational health metrics, improve developer experience, and align cross-functional teams on technical strategy. Create scalable processes, communicate with senior leadership, and build something from the ground up. This role is crucial for improving mental healthcare accessibility and affordability.

Requirements

• You've driven large-scale programs across diverse, cross-functional teams and have proven experience with end-to-end program ownership
• You thrive in ambiguous environments and can structure complex problems while navigating competing priorities
• You're a natural collaborator who builds trust across teams and can influence without authority
• You’re a strategic thought leader who can partner and contribute alongside strong Engineering leaders towards realizing a technical vision
• You have executive presence and can communicate effectively with senior leadership while escalating and resolving conflicts
• You're passionate about operational excellence and have experience implementing best practices, tooling, and processes that scale
• You're energized by being a force multiplier who enables teams to move faster and deliver higher quality outcomes
• You want to build something from the ground up and define how technical program management works at a quickly growing company
• You're comfortable with high autonomy and can tackle any technical challenge with minimal guidance
• You care about our mission of building a mental healthcare system that everyone can access

Responsibilities

• Lead end-to-end technical programs that span across engineering and the company, owning outcomes from definition through delivery
• Enumerate and prioritize technical investments across our engineering organization, creating comprehensive programs to systematically address key technical challenges to help us scale 10x-100x
• Spearhead Operational Health initiatives to improve system observability, reliability, performance, and operational excellence
• Be a strategic thought partner with the Foundations team leadership to align on priorities and drive execution on key investments
• Establish operational health metrics and drive continuous improvement programs that enhance developer experience
• Leadership in cross-functional alignment between engineering, product, and business teams on technical strategy, roadmap, and prioritization
• Create scalable processes and playbooks that improve engineering velocity, predictability, and quality
• Communicate with senior leadership on program status, risks, and strategic technical decisions

Benefits

• 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