Associate Director, Tax

Company: Oscar Health
Location: New York City
Posted on: February 15, 2026

Job Description:

Job Description Job Description Hi, we're Oscar. We're hiring an Associate Director, Tax to join our Finance. 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 Associate Director, Tax leads income tax compliance including tax provisions under Generally Accepted Accounting principles (GAAP) and Statutory reporting, federal, state and local tax returns, and tax planning and projects. The Associate Director, Tax supports the Tax leadership team in developing department strategy. You will report into the Sr. Director, Tax. Work Location: This position is based in our NYC 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: $180,504 - $236,911 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program and annual performance bonuses. Responsibilities: Manage the annual and quarterly tax GAAP and Statutory tax provision processes and lead the related internal and external relationships necessary to support these processes. Review U.S. federal, state, and local tax returns and estimates for the corporate holding companies and insurance subsidiaries and manage our relationship with external consultants on this work. Ensure integrity of tax accounting and compliance results using technology solutions, partnering with the Finance Transformation Team and the Company's external vendors. Manage tax responses to audits and notices and the related correspondence with internal and external parties. Ensure compliance with indirect tax compliance functions. Lead the preparation of financial data and analysis to support tax forecasting and projects. Partner with areas of Finance and the business to address tax issues and meet organizational goals. Stay abreast and educate others on developments within the insurance tax area and their possible effects to the Company. Help develop and implement tax strategies and planning opportunities. Automate processes to refine tax compliance and provide analytical insights. Compliance with all applicable laws and regulations. Other duties as assigned. Requirements: Bachelor's degree in Accounting, or 4 years commensurate experience. 7 years of tax experience in a public accounting firm or equivalent experience in a corporate tax department. Proficient in using code and regulations. Strong knowledge in ASC 740. 3 years experience as a team leader. Bonus points: CPA and/or Master's of Taxation. Statement of Statutory Accounting Principle (SSAP) 101 reporting. Knowledge of domestic tax issues affecting U.S. insurance companies. Experience implementing tax provision software. Work with large datasets to build models and leverage tools. Experience with state tax nexus considerations. This is an authentic Oscar Health job opportunity. Learn more about how you can safeguard yourself from recruitment fraud here. 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're on a mission to change health care an experience made whole by our unique backgrounds and perspectives. Pay Transparency: Final offer amounts, within the base pay set forth above, are determined by factors including your relevant skills, education, and experience. Full-time employees are eligible for benefits including: medical, dental, and vision benefits, 11 paid holidays, paid sick time, paid parental leave, 401(k) plan participation, life and disability insurance, and paid wellness time and reimbursements. Artificial Intelligence (AI): Our AI Guidelines outline the acceptable use of artificial intelligence for candidates and detail how we use AI to support our recruiting efforts. 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 (accommodations@hioscar.com) to make the need for an accommodation known. California Residents: For information about our collection, use, and disclosure of applicants' personal information as well as applicants' rights over their personal information, please see our Privacy Policy.

Keywords: Oscar Health, New York , Associate Director, Tax, Accounting, Auditing , New York City, New York