Sr. Manager, People Compliance

About the role

Oscar Health is a technology-driven health insurance company that operates with a mission to make healthcare simpler and more accessible. The Sr. Manager, People Compliance role is a critical leadership position within the Human Resources organization, responsible for overseeing the company's adherence to all applicable employment laws and regulatory requirements. This position leads the design, implementation, and continuous improvement of compliance programs that govern people-related operations across the entire organization. The manager ensures that Oscar Health's workplace policies, hiring practices, employee relations procedures, and internal controls align with federal, state, and local labor regulations. Working at the intersection of human resources and legal compliance, this individual plays a central role in protecting the company and its employees from regulatory risk.

Key facts

What you'll do

Lead the development and execution of the company's comprehensive people compliance strategy across all HR functions and business units

Monitor changes in federal, state, and local employment laws and assess their potential impact on Oscar Health's internal policies

Partner with the HR leadership team to design and deliver compliance training programs for managers and staff across all offices

Conduct thorough internal audits of people-related processes and workflows to identify gaps in regulatory adherence and areas for improvement

Manage the company's response to government audits, regulatory inquiries, and formal investigations related to employment practices and workplace standards

Maintain and regularly update the company's employee handbook, standard policies, and operational procedures to reflect current legal requirements

Coordinate closely with legal counsel on matters involving workplace safety, employee relations, data privacy, and other compliance-sensitive topics

Oversee the documentation and record-keeping practices that are required for full labor law compliance and regulatory readiness at all times

Serve as the primary point of contact for compliance-related questions from HR business partners, regional teams, and external stakeholders

Drive continuous improvement initiatives designed to strengthen the company's overall compliance culture, risk awareness, and proactive risk mitigation posture

Develop and maintain a library of compliance resources, templates, and reference materials to support consistent application of policies

Collaborate with finance and operations teams to ensure that people compliance obligations are integrated into broader business planning processes

Requirements

Bachelor's degree in human resources, business administration, law, or a closely related academic field is required

A minimum of five years of progressive experience in compliance, audit, or people operations within a corporate environment

Demonstrated expertise in federal and state employment laws, including FMLA, ADA, FLSA, Title VII, and related statutes

Outstanding written and verbal communication skills with the ability to translate complex legal requirements into clear, actionable policies

Proven track record of managing multiple concurrent projects and priorities while maintaining accuracy and attention to detail

Strong interpersonal skills with the ability to build trust and influence stakeholders across diverse departments and functions

Experience leading cross-functional initiatives and coordinating efforts between HR, legal, finance, and operations teams on compliance matters

A high level of integrity and professionalism when handling sensitive, confidential, and employee-related information with discretion

Familiarity with HR compliance frameworks, audit methodologies, and corrective action planning processes in a mid-to-large organization

Ability to work independently and take ownership of compliance projects while collaborating effectively with senior leadership

Nice to have

Prior experience working in the health insurance or healthcare industry, where regulatory environments are particularly complex

Familiarity with HR information systems and people analytics platforms commonly used to track compliance metrics and outcomes

Knowledge of data privacy regulations such as HIPAA and GDPR, especially as they apply to employee and member data

Experience managing a small team of compliance professionals or coordinating work with external legal and consulting vendors

Background in conducting or supporting organizational investigations related to workplace complaints, policy violations, or employee relations matters

Skills & tools

Proficiency in Microsoft Office Suite, especially Excel and PowerPoint, for building compliance reports and executive presentations

Hands-on experience with HR compliance tracking and case management systems used to document and resolve issues

Strong analytical ability to interpret complex regulatory texts and summarize key implications for business stakeholders clearly

Solid project management skills with the capacity to oversee multiple compliance initiatives and meet critical deadlines

Familiarity with data analysis techniques for tracking compliance metrics, audit findings, and corrective action progress over time

Working knowledge of learning management systems used for delivering and tracking compliance training across large employee populations

Ability to create clear, concise documentation including policies, procedures, flowcharts, and process maps for compliance purposes

Practical notes

This role is based in Oscar Health's New York office and requires regular in-person attendance during standard business hours

The Sr. Manager, People Compliance reports to the Director or VP of People Compliance within the broader HR leadership team

Candidates should expect to work standard business hours with occasional flexibility needed during audit cycles or regulatory reporting periods

Oscar Health is an equal opportunity employer and is committed to building a diverse, equitable, and inclusive workplace for all employees

This position may involve occasional travel to other company offices or coordination with external regulatory bodies and legal partners