Senior Risk & Compliance Analyst

Lead cyber and technology risk assessments across systems, cloud environments, business processes, and major initiatives, evaluating threats, vulnerabilities, control effectiveness, and residual risk. Maintain and operate the enterprise cyber risk register, including drafting risk statements, tracking mitigation plans, and supporting governance and reporting processes. Translate technical findings, architectural concerns, and control gaps into clear business risk scenarios that support prioritization and decision-making. Support and help mature quantitative cyber risk analysis approaches such as FAIR to improve how risk is measured and communicated. Prepare materials and analysis to support the Cyber Risk Committee and executive risk reporting. Partner with Security Architecture to assess risk in system designs, cloud architecture, identity models, data flows, and platform changes. Collaborate with Security Engineering, Product Security, Legal, IT, and business teams to evaluate new initiatives, technology changes, artificial intelligence use cases, and third-party integrations through a risk lens. Conduct risk assessments for emerging technologies including artificial intelligence and machine learning systems, evaluating data usage, model behavior, external dependencies, and security implications. Evaluate risks associated with the use of artificial intelligence technologies, including model behavior, data exposure, prompt or input manipulation, and external model dependencies. Develop dashboards and reporting that provide leadership with visibility into key cybersecurity risks and trends. Track mitigation progress and risk treatment activities to ensure accountability and clear documentation of outcomes. Contribute to the continued development of cyber risk management processes, methodologies, and governance practices across the GRC program. 6+ years of experience in cybersecurity risk management, information security, technology risk, or a related field. Demonstrated experience conducting structured cybersecurity or IT risk assessments. Experience maintaining risk registers and tracking risk mitigation or treatment activities. Strong understanding of security frameworks such as NIST CSF, ISO 27001, or PCI DSS, and familiarity with regulatory environments such as GDPR, HIPAA or other privacy and data protection requirements. Ability to translate technical findings into clear business risk for non-technical stakeholders. Strong written and verbal communication skills with experience presenting findings to cross-functional teams. Experience working with engineering, architecture, legal, compliance, and business stakeholders. Experience assessing risks related to artificial intelligence, machine learning systems, or emerging technologies, including familiarity with emerging AI governance frameworks such as NIST AI RMF, ISO/IEC 42001, or similar standards. Professional certifications such as CRISC, CISSP, CISM, CISA, or CGRC are a plus. This role is based in the WHOOP office located in Boston, MA. The successful candidate must be prepared to relocate if necessary to work out of the Boston, MA office. Interested in the role, but don’t meet every qualification? We encourage you to still apply! At WHOOP, we believe there is much more to a candidate than what is written on paper, and we value character as much as experience. As we continue to build a diverse and inclusive environment, we encourage anyone who is interested in this role to apply. WHOOP is an Equal Opportunity Employer and participates in E-verify to determine employment eligibility The WHOOP compensation philosophy is designed to attract, motivate, and retain exceptional talent by offering competitive base salaries, meaningful equity, and consistent pay practices that reflect our mission and core values. At WHOOP, we view total compensation as the combination of base salary, equity, and benefits, with equity serving as a key differentiator that aligns our employees wi