Sr. Program Specialist, Risk & Compliance Operations

Whoop•Boston, MA

About The Position

At WHOOP, we're on a mission to unlock human performance. WHOOP empowers members to perform at a higher level through a deeper understanding of their bodies and daily lives. As a Sr. Program Specialist â Risk & Compliance Operations, you will ensure Membership Services is operationally ready to meet legal and regulatory requirements in every member interaction â reinforcing the trust that empowers every member to perform every day. Sitting within the Membership Services Program Management team, you will translate evolving standards â from data privacy to global health regulations â into scalable workflows, systems, and tools that enable compliant, high-quality support for new products and features.

Requirements

Proven (3+ years) experience in program or project management, with increasing scope and ownership across cross-functional initiatives.
Demonstrated experience operationalizing risk, compliance, or regulatory requirements (ideally in health, data privacy, consumer protection, or support operations environments).
Proven ability to translate legal, regulatory, or technical requirements into scalable operational processes, SOPs, tooling requirements, and decision frameworks.
Track record of leading complex, cross-functional programs with measurable business impact.
Strong risk management and incident management capabilities, including identifying gaps, driving mitigation plans, and influencing stakeholders.
Experience partnering with Legal, Product, Engineering, or Privacy teams in highly regulated or data-sensitive environments.
Excellent written and verbal communication skills; able to tailor messaging for operational, technical, and executive audiences.
Strong analytical skills with the ability to synthesize data into actionable insights and executive-ready narratives.
Comfortable operating in fast-paced, ambiguous environments while maintaining high standards of accuracy and quality.
Proficiency in support and operational systems (i.e., Salesforce, Zendesk, or similar CRM/workflow platforms).
Strategic thinker with strong execution discipline and attention to detail.
Strong commitment to embracing and leveraging AI tools in day-to-day tasks, ensuring AI-assisted work aligns with the same high-quality standards as personal contributions.
Alignment with WHOOPâs mission and passion for performance and wellness.

Responsibilities

Operationalize compliance by translating legal, regulatory, and data privacy guidance into SOPs, tooling requirements, and decision trees tailored to Membership Services.
Partner upstream with Product, Health, Legal, and Engineering teams to flag risks early and embed operational readiness into the launch of new features, channels, or markets.
Lead compliance readiness planning for Membership Services and act as the MS point of contact for audits, change reviews, and partner requirements tied to risk and data handling.
Design and maintain scalable compliance frameworks that are embedded directly into MS workflows, enabling our representatives to resolve issues compliantly without escalation.
Monitor and manage operational risks, tracking incidents and surfacing insights that guide proactive mitigation strategies across the organization.
Coordinate cross-functional plans to close readiness gaps, implement policy changes, and respond to compliance-related escalations.
Maintain a pulse on shifting regulatory landscapes and continuously evolve our policies and systems to stay ahead of compliance needs.