Senior Technical Program Manager, Security

Position Overview

Headway's mission is to build a new mental health care system that everyone can access. We have developed a software-enabled national network of providers that helps people find therapists who accept insurance. Currently, 1 in 4 people in the US experience a treatable mental health condition, but the majority of providers do not accept insurance, making therapy prohibitively expensive for most. Headway is addressing this by making it easier for therapists to accept insurance and grow their practices.

Founded in 2019, Headway has grown into a diverse, national network of over 45,000 mental healthcare providers across all 50 states. Our software supports these providers, and we have served over 1 million patients. We are a Series D company with over $325 million in funding from prominent investors including a16z, Accel, GV, Spark Capital, Thrive Capital, Forerunner Ventures, and Health Care Service Corporation. We are committed to making your time here the most meaningful experience of your career and invite you to join us in transforming mental healthcare.

About TPM at Headway

Join Headway's Engineering team as a Senior Technical Program Manager and the first TPM to focus specifically on Security. This pivotal role involves defining the execution strategy for our most critical security initiatives. You will serve as a strategic thought partner to the Trust team, transforming complex, cross-functional challenges into clear execution plans that deliver significant business impact.

Primarily partnering with our Trust team, you will lead broad security programs that impact all aspects of our systems and teams. This role goes beyond project coordination; you will be an end-to-end leader for complex security initiatives crucial to our short and long-term business success. As the inaugural Security TPM, you will have the unique opportunity to shape this role while collaborating with engineering leadership to drive our most important technical priorities.

In our pursuit of making mental health more accessible and affordable, we pride ourselves on tackling the company's largest and most critical problems and opportunities. The TPM brand at Headway is synonymous with strategic thought partnership, simplifying complexity, driving execution excellence and velocity, and elevating operational standards for scalable growth.

Responsibilities

• Lead end-to-end technical programs in Security 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 and security challenges, enabling us to safely scale 10x-100x.
• Spearhead Operational Health initiatives to improve system observability, reliability, performance, and overall operational excellence.
• Act as a strategic thought partner with the Trust team leadership to align on priorities and drive execution on key investments.
• Establish operational health metrics and drive continuous improvement programs to enhance our security posture.
• Provide 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 program status, risks, and strategic technical decisions to senior leadership.

Qualifications

• Proven experience driving large-scale security programs across diverse, cross-functional teams with end-to-end program ownership.
• Ability to thrive in ambiguous environments, structure complex problems, and navigate competing priorities.
• Natural collaborator who builds trust across teams and can influence without authority.
• Strategic thought leader capable of partnering with and contributing alongside strong Engineering and cross-functional leaders to realize a technical vision.