What You'll Own
- Support HITRUST, SOC 2, PCI-DSS, and HIPAA audit readiness — collecting evidence, coordinating with assessors, tracking control gaps and remediation timelines.
- Build and manage the vendor security assessment lifecycle — questionnaires, SOC 2/ISO reviews, risk scoring, and policy enforcement across procurement and renewals.
- Stand up and run Headway's security awareness training program — onboarding modules, phishing simulations, annual compliance training, and completion tracking.
- Operate the centralized risk register — identifying, assessing, and tracking technical security risks through mitigation, and surfacing risk-informed priorities to engineering and security leadership.
- Partner cross-functionally with Privacy, Legal, IT, and Engineering to embed compliance into how Headway operates — not bolt it on after the fact.
You'd be a great fit if…
- You have 5+ years of experience in a GRC, compliance, or security risk role.
- You have working knowledge of at least two of: HITRUST, SOC 2, PCI-DSS, or HIPAA.
- You've used a GRC platform like Vanta, Drata, OneTrust, or similar to automate evidence collection or manage controls.
- You communicate compliance requirements clearly to both technical and non-technical audiences.
- You default to building repeatable processes over one-off heroics.
- You're excited about using AI and modern tooling to scale compliance operations.
Bonus: you've worked in healthcare or healthtech and understand what HIPAA means in practice, not just in theory.
Compensation and Benefits
The expected base pay range for this position is $161,600 to $202,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant.
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