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Headway

Senior Security Engineer (Product Security)

Job Description

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 45,000 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

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 application and product security engineering efforts. In this role, you will partner closely with our product and engineering teams to ensure that our products are designed and developed securely so that we can maintain and grow customers’ trust in Headway.

What you’ll do at Headway:

  • 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 product 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.

Tools we use:

  • 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

You’ll be great for this role if you have:

  • 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.

Our interview process

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!

Compensation and Benefits:

Compensation & Benefits:

The expected base pay range for this position is $198,050 - $267,950, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for performance-based variable compensation and an equity grant, depending on the position and level.

We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.

  • 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

#LI-AC1

We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience.

Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.

Headway employees work remotely across the US, with the option to work from offices in New York City, San Francisco and Seattle. Headway participates in E-Verify. To learn more, click here.

Interested in this job?

Application deadline: Open until filled

Logo of Headway

Headway

A platform connecting patients with mental health providers, simplifying access to therapy and psychiatric care.

See more jobs
Date PostedApril 24th, 2025
Job TypeFull Time
LocationRemote
Salary$198,050 - $267,950
Exciting fully remote opportunity for a Senior Security Engineer (Product Security) at Headway. Offering $198,050 - $267,950 (full time). Explore more remote jobs on FlexHired!

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