Senior Benefits Analyst

Our mission at Greenhouse is to make every company great at hiring – so we go to great lengths to hire great people because we believe that they’re the foundation of our success. At Greenhouse, you’ll join a team that collaborates purposefully, fosters inclusivity, and communicates with transparency and accountability so we can help companies measurably improve the way they hire. 

Join us to do the best work of your career, solving meaningful problems with remarkable teams.

Greenhouse is looking for a Senior Benefits Analyst to join our team!

Working directly with the Manager, Global Benefits, the Senior Benefits Analyst oversees the operations, analysis, and optimization of the company’s benefits programs across the US, Ireland, Canada, the UK, and APAC in partnership with Deel, while also supporting benefits administration and compliance as the company expands into new countries. This role ensures programs remain competitive, compliant, cost-effective, and clearly communicated to employees.

This highly collaborative role partners cross-functionally with Finance, Legal, People, and global external vendors while leading a growing team dedicated to supporting every Greenhouse employee through key life moments.

• A collaborator - you thrive on building strong cross-functional relationships and enjoy working with diverse teams across the globe.
• An analyst - you love diving into data, reconciling invoices, and ensuring accuracy in every detail.
• A problem solver - you approach challenges with empathy and creativity, always keeping the employee experience top of mind.
• A communicator - you excel at translating complex benefits information into clear, accessible communications for employees at all levels.

• Manage daily operations of global benefits programs, including vendor relationships, compliance, and employee communications
• Lead monthly auditing and reconciliation of benefits invoices, ensuring 100% accuracy between Workday, vendors, and payroll
• Build foundational infrastructure and reporting for self-funded readiness and global renewal cost tracking
• Deliver accurate and timely compliance filings (Form 5500, ACA, PCORI, international pension filings) and establish a compliance calendar
• Support the creation and launch of a Benefits Portal in collaboration with Internal Communications and Marketing
• Provide operational support for global mobility cases, including relocation and visa coordination
• Collaborate with cross-functional partners in Finance, Legal, HRIS, and People Partners to ensure seamless benefits operations
• Drive improvements in employee experience and satisfaction through enhanced communications and case resolution
• Additional projects and responsibilities as business needs require

• 4+ years of progressive benefits experience in global benefits administration
• Proven track record managing benefits across multiple countries, including program implementation and compliance
• Experience leading benefits administration and compliance during new country expansions
• Strong knowledge of US benefits regulations (ERISA, ACA, COBRA, HIPAA, Section 125) and retirement plan compliance requirements
• Familiarity with statutory benefits and compliance obligations in other regions (e.g., Canada, Ireland, UK, APAC)
• Demonstrated vendor management skills, including contract negotiations and renewal processes
• Proficiency with HRIS and benefits administration systems (Workday, strongly preferred)
• Strong analytical abilities with experience building cost models and delivering data-driven recommendations
• Collaborative approach, partnering effectively with People Partners, Finance, Legal, and external vendors
• Empathy-driven problem solving, keeping employee needs central while balancing compliance, cost, and business priorities
• Excellent written and verbal communication skills with the ability to explain complex benefits concepts to diverse audiences
• Comfort in a fast-paced, high-growth environment; comfortable managing shifting priorities and ambiguity
• A global perspective; you embrace cultural differences and ensure benefits remain competitive, compliant, and cohesive company-wide
• Experience supporting global mobility, relocation, and immigration case management, strongly preferred
• Your own unique talents! Your background has given you a unique perspective and set of transferable skills that aren't always in alignment with a given role - but those are qualities we value at Greenhouse. If you don't meet 100% of the qualifications outlined above, we still strongly encourage you to apply

Applicants must be currently authorized to work in the United States on a full-time basis.

If you are based in California, we encourage you to read this important information for California residents linked

The national pay range for this role is $94,000 - $114,712. Individual compensation will be commensurate with the candidate's experience and qualifications. Certain roles may be eligible for additional compensation, including stock option awards, bonuses, and merit increases. Additionally, certain roles have the opportunity to receive sales commissions that are based on the terms of the sales commission plan applicable to the role.

Greenhouse provides a variety of benefits to employees, including medical, dental, and vision insurance, basic life insurance, mental health resources, financial wellness benefits, and a fully paid parental leave program. For US-based employees, we offer short-term and long-term disability coverage, a 401(k) plan and company match. U.S. based employees also receive, per calendar year, up to 14 scheduled paid holidays and up to 80 hours of paid sick leave. Non-exempt employees accrue up to 20-25 days of paid vacation time annually, depending on tenure, and exempt employees have flexible paid time off (PTO).

The anticipated closing date for this role is December 19th, 2025.

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This hiring process utilizes artificial intelligence tools to assist in candidate screening and assessment. Our AI tools are designed to complement, not replace, human decision-making.

Who we are

At Greenhouse, we live by our mission through using our own product to help us hire the right person for the job, every time. We are a remote-first company and have shared office spaces in New York City and Ireland, and optional co-working spaces that give us flexibility to do our best work anywhere. We take an active role in our growth through a performance review program that’s committed to providing actionable feedback, and a bonus structure that rewards great performance. We believe that bringing together a variety of perspectives makes us a stronger company – and we nurture leaders who create an inclusive culture and invest into employee resource groups that celebrate our differences and life experiences. We’re proud to have built an award-winning culture that’s been recognized as Fortune’s Best Places to Work and Inc.’s Best Workplaces multiple years in a row. 

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Greenhouse Software is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex (including pregnancy, sexual orientation, or gender identity), national origin, age, disability, genetic information, veteran status, or any other characteristic protected by applicable local laws, regulations and ordinances. If you need assistance and/or a reasonable accommodation during the application process, reach out to accommodations@greenhouse.io.

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