Director, Benefits

Rocket Software

  • Waltham, MA
  • 11 days ago
  • Remote
  • $140,000–$196,000 Per Year

Highlights

The Director serves as a trusted advisor to senior leadership, partnering closely with Finance, People Business Partners, Legal, and external vendors to deliver a high-quality employee experience while effectively managing risk and cost. This position combines global strategic oversight with regional operational excellence and leads a team responsible for the administration and enhancement of health, welfare, retirement, and wellbeing programs.

Numbers & Facts

LocationWaltham, MA (
Remote
)
Salary$140,000–$196,000 Per Year

Description

It's fun to work in a company where people truly BELIEVE in what they're doing!


Job Description Summary:


The Director, Benefits is responsible for the strategic leadership, design, governance, and continuous evolution of the company's global benefits philosophy and benefits framework, while providing direct leadership and execution for benefits programs across the Americas region (United States, Canada, and Costa Rica).


This role ensures benefits programs are competitive, compliant, cost-effective, and aligned with the organization's global Total Rewards strategy. The Director serves as a trusted advisor to senior leadership, partnering closely with Finance, People Business Partners, Legal, and external vendors to deliver a high-quality employee experience while effectively managing risk and cost. This position combines global strategic oversight with regional operational excellence and leads a team responsible for the administration and enhancement of health, welfare, retirement, and wellbeing programs.


Key Responsibilities:


+ Provide direct oversight for benefits programs across the United States, Canada, and Costa Rica.

+ Develop and manage benefits budgets, forecasts, and long-range cost projections.

+ Oversee relationships with brokers, consultants, third-party administrators, carriers, and other benefits vendors.

+ Ensure compliance with ERISA, ACA, HIPAA, COBRA, Canadian benefits regulations, and other applicable laws and regulations.

+ Lead benefits communication and education strategies that improve employee understanding and engagement.

+ Lead the development and evolution of the company's global benefits strategy, philosophy, and governance framework aligned with broader Total Rewards objectives.

+ Serve as a strategic advisor to executive leadership on global benefits trends, program design, risk management, and cost optimization.

+ Establish global benefits principles and standards while supporting regional flexibility where appropriate.

+ Partner with regional stakeholders to ensure alignment between global strategy and local market needs.

+ Lead benefits due diligence, integration, and harmonization efforts related to acquisitions and organizational changes.

+ Identify emerging global benefits trends and recommend innovative programs that support employee wellbeing and business objectives.

+ Lead the design, administration, and continuous improvement of health and welfare programs including medical, dental, vision, life, disability, retirement, and voluntary benefits.

+ Ensure delivery of competitive and compliant benefits programs that meet the needs of employees across the Americas region.

+ Lead, mentor, and develop the Americas benefits team.

+ Manage escalated employee benefits issues and ensure a high-quality employee experience.

+ Analyze claims experience, utilization trends, and cost drivers to optimize program effectiveness and spending.

+ Conduct benchmarking and market analyses to evaluate program competitiveness.

+ Develop dashboards, metrics, and KPIs that provide actionable insights to leadership.

+ Lead vendor selection, contract negotiations, and service-level management.

+ Establish governance processes that drive vendor accountability, operational excellence, and continuous improvement.

+ Oversee audits, controls, and governance processes related to benefits administration.

+ Partner closely with Legal and Compliance teams to manage regulatory changes and associated program updates.

+ Monitor and mitigate benefits-related risks across the Americas region.

+ Ensure programs are inclusive, accessible, and aligned with company culture and values.

+ Partner with HRIS, Payroll, and IT teams to optimize systems, processes, and reporting capabilities.

+ Drive continuous improvement initiatives focused on service delivery, efficiency, and scalability.


Key Qualitifications:


+ 10+ years of progressive benefits and/or Total Rewards experience.

+ Experience developing benefits strategy in a global organization with responsibility across multiple regions.

+ Direct experience managing and administering benefits programs in the United States, Canada, and/or Latin America.

+ Deep knowledge of U.S. benefits regulations including ERISA, ACA, HIPAA, and COBRA.

+ Strong financial acumen with experience managing complex benefits budgets and analyzing program performance.

+ Proven experience managing external vendors, brokers, consultants, and third-party administrators.

+ Experience supporting mergers, acquisitions, and organizational integrations preferred.

+ Strong leadership, communication, influencing, and stakeholder management skills.

+ Workday or similar HRIS experience.

+ Bachelor's degree in Human Resources, Business, Finance, or a related field required.

+ Advanced degree and/or CEBS, CBP, or similar certification preferred.


#LI-Remote


Annual salary range for this position is between $140,000.00 - $196,000.00 gross before taxes.


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What Rocket Software can offer you in USA:


Unlimited Vacation Time as well as paid holidays and sick time


Health and Wellness coverage options for Rocketeers and dependents


Life and disability coverage


Fidelity 401(k) and Roth Retirement Savings with matching contributions


Monthly student debt benefit program


Tuition Reimbursement and Certificate Reimbursement Program opportunities


Leadership and skills training opportunities


EOE M/F/Vet/Disability. Rocket Software Inc. is committed to creating a diverse environment and is proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status. Rocket Software Inc. is also committed to compliance with all fair employment practices regarding citizenship and immigration status.


Rocket is committed to working with and providing reasonable accommodation to individuals with physical and mental disabilities. If you need special assistance or an accommodation while seeking employment, please call: 781-577-4321 or send an email to people@rocketsoftware.com. We will make a determination on your request for reasonable accommodation on a case-by-case basis.


As part of our commitment to a safe and trustworthy workplace, we include background and reference checks in our hiring process.


_It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability._


_If you like wild growth and working with happy, enthusiastic over-achievers, you'll enjoy your career with us!_


Companies around the world trust Rocket to solve their most complex business challenges by powering their critical infrastructure, business processes, and data. We help extend the value of these assets, enabling our customers to embrace the potential of cloud and mobile computing, advanced analytics, and the innovations of tomorrow. From the clothes we wear to the cars we drive, Rocket solutions power the back-end systems that thousands of brands rely on every day.


At Rocket, software is about more than just code—it’s about people. We are passionate problem-solvers, working to make a difference for others. Our foundation is built on empathy, humanity, trust, and love, and we strive to embody these core values in everything we do. Whether we’re serving our customers, partners, or fellow Rocketeers, we are committed to treating everyone with the respect and care they deserve.


Founded in 1990, Rocket Software is headquartered in Waltham, Massachusetts, and has 20 offices worldwide, bringing people and technology together to build a better future.

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