Headway
Headway2mo ago

Senior Security Engineer (Product)

United StatesSan Francisco · Seattle · New Yorksenior
EngineeringSecuritySecurity Engineer
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Quick Summary

Key Responsibilities

Partner with Product and Engineering: Headway has many new product launches on the horizon that will transform the industry and have a rich data component.

Technical Tools
EngineeringSecuritySecurity Engineer

Headway’s mission is a big one – to build a new mental health care system everyone can access. We’ve built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance. 

1 in 4 people in the US have a treatable mental health condition, but the majority of providers don’t accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice. 

Headway was founded in 2019. Since then, we’ve grown into a diverse, national network of over 60,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We’re a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.

We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.

Headway’s mission is a big one – to build a new mental health care system everyone can access. We’ve built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance. 

1 in 4 people in the US have a treatable mental health condition, but the majority of providers don’t accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice. 

Headway was founded in 2019. Since then, we’ve grown into a diverse, national network of over 60,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We’re a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.

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 Role

~1 min read

The Trust team at Headway is focused on security and privacy for all of Headway’s customers - therapists, patients, and payers (ex: insurance companies and health systems). As an early member on the team, you’ll have the unique opportunity to be the builder and driver of our dedicated, in-house product and application security engineering efforts. In this role, you will partner closely with our product and engineering teams to ensure that our application is designed and developed securely so that we can maintain and grow customers’ trust in Headway. 

Responsibilities

~1 min read
  • Partner with Product and Engineering: Headway has many new product launches on the horizon that will transform the industry and have a rich data component. You will be a partner at both the design and development stage to ensure that we implement new features securely, including (but not limited to): 
    • Participating in the implementation efforts
    • Doing security reviews
    • Helping with product design decisions
    • Auditing and surfacing vulnerabilities in our current products 
  • Develop and Improve our Automated Tooling: Further enhance our automated tooling to scale our application security capabilities and find potential code problems both before and after we deploy.
  • Make the safe way, the easy way: Work on defining and building application guardrails so that developers can build securely by default. You also will work to instill a culture of secure development across engineering. 
  • Assist in ongoing security operations: You will be part of the security and privacy team and have responsibilities to assist in incident response, vulnerability management, penetration testing, security reviews, and other operational tasks to ensure that our security program is operating at a world-class level.

 

  • Cloud Security: Lacework
  • Languages: Python 3, TypeScript
  • Libraries: FastAPI, SQLAlchemy, React
  • Datastores: Postgres, Redis
  • Infrastructure: AWS (Fargate, ECS, S3, and more), Spark and Kafka
  • Monitoring: Datadog, PagerDuty
  • Version Control: Github
  • Vulnerability Management: Snyk, Semgrep
  • Have 0 → 1 security experience: You have 5+ years experience in security and/or software engineering roles with a demonstrated history of working on security-related projects or with responsibilities as a security generalist.
  • Strong cross-functional experience: You love partnering with other teams to help both teams achieve their goals.
  • Strong technical depth and breadth: You have technical experience with building secure platforms and products at a deep level. You are excited to perform security design and code reviews. You want to understand security systems and improve their efficiency and scalability. 
  • Thrive in ambiguity: You love tackling ambiguous problems in a fast-paced environment with an optimistic and energizing attitude.
  • Innovation at Scale: You seek opportunities to lead the industry in implementing the latest security and privacy technologies.
  • Results driven: You care deeply about creating impact and driving results for Headway’s business.
  • Mission driven: You are motivated by Headway’s mission, increasing access to high quality mental health care.

After you apply to Headway, here are some details of what to expect during the interview 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 round: You'll meet with a member of our Security Engineering team for introductions and an architecture interview. Conducted similarly to a System Design interview, we’ll learn more about your knowledge of the role of security in engineering systems and web architecture.  
  • Final rounds: You’ll meet several more team members for technical and non-technical interviews, including our CISO who this role reports to, and leave 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!

What We Offer

~2 min read
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

Listing Details

Posted
January 27, 2026
First seen
March 25, 2026
Last seen
April 11, 2026

Posting Health

Days active
16
Repost count
0
Trust Level
45%
Scored at
April 11, 2026

Signal breakdown

freshnesssource trustcontent trustemployer trustcandidate experience
Headway
Headway
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We're building a new mental healthcare system. Tens of millions of Americans seek mental health care every day, but the vast majority never get the care they need. Headway is solving this, and we’re doing it all through software.

Employees
750
Founded
2017
View company profile
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HeadwaySenior Security Engineer (Product)