Senior Governance, Risk, Compliance (GRC) Analyst

Headway • San Francisco, CA

2d • Remote

About The Position

Headway handles sensitive health data for millions of patients — and that responsibility demands a security and compliance program that scales with the business. We're building out our dedicated GRC team to improve and mature our program! You'll join the Security team and work across four pillars: security certifications (HITRUST, SOC 2, PCI-DSS, HIPAA), third-party risk management, security awareness training, and technical risk management. You won't be maintaining a stale compliance program — you'll be building a modern, AI-enabled one at a company that's transforming how mental healthcare is delivered in the United States. This role reports to Blake Atkinson, Director of Security, and partners closely with Privacy and Engineering teams.

Requirements

• 5+ years of experience in a GRC, compliance, or security risk role.
• Working knowledge of at least two of: HITRUST, SOC 2, PCI-DSS, or HIPAA.
• Used a GRC platform like Vanta, Drata, OneTrust, or similar to automate evidence collection or manage controls.
• Communicate compliance requirements clearly to both technical and non-technical audiences.
• Default to building repeatable processes over one-off heroics.
• Excited about using AI and modern tooling to scale compliance operations.

Nice To Haves

• Worked in healthcare or healthtech and understand what HIPAA means in practice, not just in theory.

Responsibilities

• 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.

Benefits

• 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

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed