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Director, Benefits | Hybrid NY

Healthfirst · New York, NY

USD 154,600 – 236,555 Apr 15, 2026

Job Summary

As the Director of Benefits, you will develop and implement strategic goals for overseeing benefit and retirement plans. You will lead benefits program design, manage various benefit programs, ensure legal compliance, communicate benefit information, and provide insights through analytics.

Key Responsibilities

  • Develop and implement strategic goals for benefit and retirement plans
  • Manage health insurance, 401(k) plans, paid time off, SERP, and disability programs
  • Ensure compliance with legal requirements
  • Communicate benefit information to employees
  • Lead a benefits team and provide insights through analytics

Who This Role Suits

  • Candidates with strong experience in benefits program management
  • Individuals with excellent communication and leadership skills
  • Professionals with a background in analytics and compliance

Tips to Apply

  • Highlight your experience in benefits program management
  • Demonstrate strong communication and leadership abilities
  • Showcase your expertise in analytics and compliance

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Full Job Description

Description and Requirements
The Director, Benefits will develop and implement strategic goals for the oversight and management of the organization's benefit and retirement plans, programs, and policies. This includes health insurance coverage, 401(k) plans, paid time off, leave of absence, life insurance, disability protection, employee wellbeing programs, Supplemental Executive Retirement Plan (SERP), employee recognition, and discounted voluntary benefits. This role requires conducting research and analysis to align benefit programs with organizational objectives and recommending operational plans that reduce costs while improving program delivery. The Director will also manage general benefits administration, including Open Enrollment.
Scope of Responsibilities:
Strategic Direction

  • Lead the design and delivery of benefits programs, ensuring alignment with business goals, market practices, and employee needs
  • Direct the strategy and administration of employee benefits, recognition, and retirement programs
  • Ensure strategic alignment of benefits with organizational goals and compliance with legal requirements
  • Monitor industry and regulatory trends; provide insights and recommendations to inform benefit reviews and renewals; use data and insights to shape strategy, evaluate vendors
  • Act as a fiduciary leader, in partnership with the Benefits and Retirement Committee

Program Management
  • Oversee and manage health insurance, 401(k), paid time off, SERP, and disability programs
  • Conduct research and analysis of benefit programs, monitoring vendor performance and auditing practices
  • Serve as the escalation point for vendor issues, manage RFPs, and negotiate contracts
  • Manage and work with broker and vendor partners

Cost Management
  • Identify opportunities for cost reduction and program delivery improvement
  • Monitor costs and utilization, recommend cost containment strategies, and engage with Finance to ensure accurate accounting, accruals, and funding

Communication and Administration
  • Communicate all benefit related information to employees and prepare regular and ad hoc reports for stakeholders
  • Collaborate with HR Communications to enhance communication strategies

Compliance and Governance
  • Direct the preparation of filings to meet governmental rules and regulations
  • Ensure programs comply with ERISA, ACA, HIPAA, COBRA, FMLA, and other pertinent regulations, and oversee internal audit requirements

Team Leadership and Development
  • Coach and develop a high performing benefits team focused on continuous improvement and employee experience
  • Engage in training and development opportunities to enhance expertise in benefits design and analysis

Project Management
  • Lead annual benefits renewals, Open Enrollment, and employee communications
  • Serve as the escalation point for vendor issues, manage RFPs, and negotiate contracts

Analytics and Insights
  • Use analytics to provide insights on utilization, cost trends, and employee feedback to inform strategy and decision making
  • Prepare reports and presentations for leadership and committees on benefit budgets, forecasts, and trend analyses

Additional Responsibilities:
  • Partner with IT, HRIS, Payroll, and external vendors to optimize systems and ensure data integrity
  • Advance a holistic wellbeing strategy that encompasses mental, physical, and financial health
  • Leverage HR technology, particularly Workday, to drive automation and optimize workflows
  • Support system testing, upgrades, and troubleshooting to ensure stability and compliance
  • Ensure data accuracy and improve employee experience through system enhancements and digital tools

Minimum Requirements:
  • Ability to work in the office at 100 Church Street three days per week (Tuesday, Wednesday, Thursday)
  • Bachelor's degree from an accredited institution in Human Resources, Finance, or a related field
  • Excellent interpersonal and communication skills, with the ability to convey complex subject matter clearly and persuasively
  • Ability to work collaboratively across departments and build relationships at multiple organizational levels
  • Demonstrated strategic, analytical, and detail-oriented mindset
  • Certified Employee Benefits Specialist (CEBS) designation is preferred
  • Experience using Workday is a plus

Hiring Range:
  • Greater New York City Area (NY, NJ, CT residents): $154,600 - $236,555
  • All Other Locations (within approved locations): $127,500 - $195,075

As a candidate for this position, your salary and related elements of compensation will be contingent upon your work experience, education, licenses and certifications, and any other factors Healthfirst deems pertinent to the hiring decision.
In addition to your salary, Healthfirst offers employees a full range of benefits such as, medical, dental and vision coverage, incentive and recognition programs, life insurance, and 401k contributions (all benefits are subject to eligibility requirements). Healthfirst believes in providing a competitive compensation and benefits package wherever its employees work and live.
The hiring range is defined as the lowest and highest salaries that Healthfirst in "good faith" would pay to a new hire, or for a job promotion, or transfer into this role.
WE ARE AN EQUAL OPPORTUNITY EMPLOYER. HF Management Services, LLC complies with all applicable laws and regulations. Applicants and employees are considered for positions and are evaluated without regard to race, color, creed, religion, sex, national origin, sexual orientation, pregnancy, age, disability, genetic information, domestic violence victim status, gender and/or gender identity or expression, military status, veteran status, citizenship or immigration status, height and weight, familial status, marital status, or unemployment status, as well as any other legally protected basis. HF Management Services, LLC shall not discriminate against any disabled employee or applicant in regard to any position for which the employee or applicant is otherwise qualified.
If you have a disability under the Americans with Disability Act or a similar law and want a reasonable accommodation to assist with your job search or application for employment, please contact us by sending an email to careers@Healthfirst.org or calling 212-519-1798 . In your email please include a description of the accommodation you are requesting and a description of the position for which you are applying. Only reasonable accommodation requests related to applying for a position within HF Management Services, LLC will be reviewed at the e-mail address and phone number supplied. Thank you for considering a career with HF Management Services, LLC.
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Skills

Frequently Asked Questions

This Director, Benefits | Hybrid NY position is suitable for Mid-level professionals. Healthfirst is looking for candidates with proven experience in the key skills mentioned, typically 2-5+ years depending on the specific requirements.
This Director, Benefits | Hybrid NY position requires on-site or hybrid work. Check the job details for the specific location and flexibility options.
Key skills for this Director, Benefits | Hybrid NY position include: go, aws, design. Having a strong foundation in these areas will make your application competitive. Experience with related tools and frameworks is also valuable.
To apply, click the 'Apply' button on this page, which will direct you to Healthfirst's application portal. Have your resume, portfolio (if applicable), and a compelling cover letter ready.
Based on current market data, Director, Benefits | Hybrid NY positions typically range from $154600 to $236555 annually, depending on experience and location.
Highlight relevant experience with go, aws, design. Include specific projects, achievements, and measurable results. Tailor your resume to match the job description, focusing on how your background aligns with Healthfirst's needs.
Most hiring processes take 2-4 weeks from application to offer. This may include initial screening, technical assessments, interviews, and background checks. Healthfirst will keep you informed throughout each stage.

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