Security Engineering Manager, Headway
$227-267k
+ Equity Compensation
Therapist-by-insurance marketplace
Open for applications
Therapist-by-insurance marketplace
1001+ employees
Open for applications
$227-267k
+ Equity Compensation
1001+ employees
Company mission
To build a new mental healthcare system, rewired for access and affordability.
Role
Who you are
- You’ve managed or led security engineering teams and are excited to build and grow one from the ground up
- You have a strong background in application security and secure development practices, and have partnered closely with engineering teams
- You enjoy enabling developers to build safely and quickly through secure-by-default tooling and clear guidance
- You’re comfortable working across domains—from product design to AWS infrastructure—using security as a force multiplier
- You thrive in highly collaborative environments and care deeply about empowering teams to do their best work securely
- You’re motivated by Headway’s mission to make mental healthcare more accessible and want to make a positive impact through security
What the job involves
- Reporting to Headway’s Director of Security, you’ll have the opportunity to build and grow a world-class engineering team focused on securing the products and applications that powers Headway
- You’ll own our approach to application security, secure software development, and product-integrated security strategy across all aspects of Headway’s services, systems, and user experiences
- Your team will be responsible for driving application-layer and product security efforts at scale
- You’ll lead the development of security features, tooling, and programs that enable our product and engineering teams to ship secure code and protect sensitive data throughout the software development lifecycle
- You’ll build and grow a pod through strategic planning, recruiting/hiring, people development, leading high-impact initiatives, and reporting on outcomes
- Your work will be deeply cross-functional, partnering closely with product, platform, and core engineering teams
- You’ll help teams bake security into product design, introduce secure-by-default tools and practices, and enable scalable threat modeling, secure coding, and proactive vulnerability management
- You’ll also collaborate with IT, infrastructure, and compliance teams to align product security goals with broader organizational risk and trust objectives
- Own Headway’s application and product security strategy, setting the vision and roadmap for securing all customer- and provider-facing experiences
- Build a best-in-class application security program that embeds secure development practices into the software development lifecycle (SDLC), including threat modeling, secure code reviews, and automated security testing
- Drive initiatives to improve security visibility and response within our products, including user-access controls, sensitive data handling, and in-app protections
- Partner with product and engineering teams to identify and mitigate risks in new features, third-party integrations, and architectural decisions. Act as a trusted advisor to engineering teams, fostering a culture of ownership, accountability, and security best practices
- Build tools, workflows, and documentation that help engineers write secure code and own their security responsibilities
- Create a highly engaged, operationally and technically excellent engineering culture within your pod
- Align product and platform engineering teams to security goals with regulatory, privacy, and compliance requirements; collaborating closely with privacy, legal, and compliance teams
- Support production incident response processes in partnership with engineering and Trust teams, helping to triage, remediate, and learn from security events
- Tools We Use:
- Languages: Python 3, TypeScript
- Frameworks & Libraries: FastAPI, React/Remix, SQLAlchemy
- Cloud Infrastructure: AWS (ECS, RDS, S3), Kafka
- Security Tooling: Semgrep, Wiz, Expel, Datadog
- Access Management: Okta, Auth0, Teleport
- Monitoring & Incident Response: Datadog, PagerDuty
- Source Control: GitHub
- WAF & Networking: Cloudflare
Application process
- Initial screen: You’ll connect with someone in recruiting so you can learn more about the team, Headway’s mission and exciting growth, and we can get a better idea of your background
- First rounds: You'll meet with an engineering leader on the team to go deeper into your team and people leadership experiences and complete one technical (systems design) interview
- Final rounds: You’ll meet team members across product and engineering leadership for multiple behavioral interviews, leaving you with a fuller picture of what it’s like to work at Headway
- References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!
Our take
1 in 4 US citizens are currently living with treatable mental health conditions, however, a vast majority of people are unable to access the care they need, the primary reason being cost. Headway connects clients with therapists who accept insurance as payment and provides independent practitioners with the tools and resources needed to serve their patients and manage administrative workloads.
Headway’s concept is timely, with national mental health under particular strain following events from the past few years. The company facilitates over 600,000 appointments per month and has attracted backing from the likes of Accel and Google Ventures.
Covering 16 states and the District of Columbia, the company intends to broaden its presence across the US with over $325M in funding behind it. This is a crucial avenue for further growth, as medical care deserts across the US mean the potential market is vast.
Freddie
Company Specialist at Welcome to the Jungle
Insights
64% employee growth in 12 months
Company
Funding (last 2 of 6 rounds)
Jul 2024
$100m
LATE VC
Oct 2023
$125m
SERIES C
Total funding: $327m
Company HQ
Tribeca, New York, NY
Leadership
Andrew Adams
(Founder & CEO)Prior to founding Headway in 2017, Andrew was a Product Analyst at Spring Inc.
Salary benchmarks
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