Associate Director, Benefits
Oscar Health
Hi, we're Oscar. We're hiring an Associate Director to join our Benefits team.
Oscar is the first health insurance company built around a full stack technology platform and a 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
You will play a pivotal role in the strategic design, implementation, and administration of Oscar's comprehensive employee benefits programs, including all health, welfare, retirement, and wellness initiatives. You will manage the annual Open Enrollment process from strategy to execution, ensure strict regulatory compliance (ERISA, ACA, etc.), and oversee vendor and broker relationships to maintain service excellence and cost efficiency. You will partner with Finance on budget management, leading and developing the Benefits & Leaves team, and supporting M&A activities. You will ensure our benefits are competitive, compliant, and aligned with our overall Total Rewards strategy.
You will report to the Senior Director, Total Rewards.
Work Location:
Oscar is a blended work culture where everyone, regardless of work type or location, feels connected to their teammates, our culture and our mission.
This is a hybrid role in our New York office. You will work part of the time in the office and part of the time remote / work-from-home. #LI-Hybrid
Pay Transparency:
The base pay for this role is: $144,000- $189,000 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, and annual performance bonuses.
Responsibilities
- Contribute to the strategic plan and design while leading the implementation and administration of Oscar's benefits programs - including health, dental, life, disability, retirement plans, ancillary benefits, wellness programs, time away and leave offerings.
- Monitor industry trends and benchmarks to effectively manage the annual review of the health and welfare program to achieve competitive market position while aligning with the overall Total Rewards Strategy.
- Lead the execution of Annual Open Enrollment including aligning leadership on the renewal strategy, coordinating with the Workday team, setting the open enrollment calendar, employee communications, and the preparation of benefit educational materials and presentations.
- Oversees the administration of the 401k plan and the 401k Committee- by working with the 401k administrator, financial planners, and auditors to ensure audit compliance with 401k plan and annual 5500 filings.
- Manage relationships with benefit broker, carriers and third party vendors to ensure service levels and cost efficiency.
- Collaborate closely with the Finance team to manage the benefits budget, ensuring alignment with overall company financial strategy and cost control goals.
- Oversees the reconciliation, approval, and processing of monthly benefit invoices.
- Ensure compliance with all federal, state and local regulations (e.g., ERISA, ACA, HIPAA, FMLA, COBRA) and the timely completion of regulatory reports and filings including 5500s and plan audits.
- Curate and execute a wellness program to drive employee engagement that aligns with Oscar's Culture.
- Lead and develop the Leaves & Benefits team.
- Support M&A due diligence and integration activities related to benefits
- Serve as an escalation point for complex employee benefit issues.
- Compliance with all applicable laws and regulations
- Other duties as assigned
Qualifications
- 7+ years of benefits experience
- Experience creating benefits offerings
- Experience with Workday and Workday Benefits
- Experience in owning vendor relationships
- Experience presenting complex information across varying levels of seniority
Bonus points
- Bachelor's degree or 4 years commensurate experience
- HR certifications (i.e. SPHR, PHR, SHRM-SCP)
- Experience creating wellness-based programming
- Experience managing 5500 filings, 1094/95C, NDT and annual audit relative to 401K
- Experience with mergers and acquisitions
- Experience working in a fast paced environment
Travel
- Up to 10%
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.
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.
Artificial Intelligence (AI) Guidelines: Please see our AI Guidelines for the acceptable use of artificial intelligence during the interview process at Oscar.
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 Notice to Job Applicants.