Stock Plan Manager

Hi, we're Oscar. We’re hiring a Stock Plan Manager to join our Total Rewards team. Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family. About the role The Stock Plan Manager will help lead the operations of Oscar Health's equity plan administration and lead the end‑to‑end program ownership of all equity related events. You will play an important part in ensuring the seamless administration of equity programs—including stock options, RSUs, and PSUs—while upholding accuracy, integrity, and liaising cross‑functionally across Total Rewards, People, Legal, Finance, Accounting, and Payroll. This role will also be involved in projects with the broader Total Rewards team, particularly Executive Compensation. You will report into the Director, Executive Compensation. Work Location This position is based in our New York City office, requiring a hybrid work schedule with 3 days of in‑office work per week. Thursdays are a required in‑office day for team meetings and events, while your other two office days are flexible to suit your schedule. #LI‑Hybrid Pay Transparency The base pay for this role is $123,372–$161,926 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program and annual performance bonuses. Responsibilities Oversee daily administration of Oscar's equity compensation plans by leading the end‑to‑end execution of grant cycles and vesting events for Oscar's restricted stock units (RSUs), performance stock units (PSUs), and stock options Ensure accurate processing of equity transactions, including grants, exercises, and releases with an eye toward the employee experience Coordinate with our external equity management vendor and partners Maintain stock plan records, ensuring data accuracy and integrity in the equity management system Collaborate with our teams across Oscar, including Total Rewards, Payroll, Tax, Legal, IT, Accounting, and Finance, and external vendors to ensure compliance with regulatory requirements and company policies Partner with Accounting and Legal teams to coordinate processes for Form 4 filings, proxy statements, executive compensation reviews, 10b5‑1 plans, and pre‑clearance populations Develop employee education and communications centered on equity programs Oversee SOX compliance for all equity‑related processes, including documentation, testing, and audit support Stay current with relevant regulations and industry trends related to equity compensation and project management Compliance with all applicable laws and regulations Other duties as assigned Requirements Minimum of 4 years of equity administration experience working with a US public company 4+ years of experience with equity platforms (e.g., Fidelity, Shareworks) 3+ years of experience with SEC, IRS, and regulatory requirements related to equity compensation Experience working with HRIS systems, preferably Workday Advanced skills in Microsoft Excel and G Suite applications Bonus points Certified Equity Professional (CEP) designation preferred, or active progress toward certification Excellent communication and interpersonal skills, with the ability to engage with all levels of management and team Willingness to work with pressing deadlines, prioritize tasks, and demonstrate flexibility Strong attention to detail, organizational and analytical skills to ensure data accuracy and completeness Project management skills involving multiple teams and partners Experience implementing equity systems and scalable processes Experience migrating equity administration platforms High‑tech/startup company experience Healthcare/Insurance industry‑related experience Equal Opportunity Employer At Oscar, being an Equal Opportunity Employer means more than upholding discrimination‑free hiring practices. It means that we cultivate an environment where people can be their most authentic selves and find both belonging and support. We are on a mission to change health care—an experience made whole by our unique backgrounds and perspectives. Reasonable Accommodation Oscar applicants are considered solely based on their qualifications, without regard to applicant’s disability or need for accommodation. Any Oscar applicant who requires reasonable accommodations during the application process should contact the Oscar Benefits Team (View email address on click.appcast.io) to make the need for an accommodation known. #J-18808-Ljbffr Namely