Director, Head of Global Benefits

We’re seeking a strategic and experienced Head of Global Benefits to lead the design, implementation, and scaling of our benefits programs across 20+ countries and growing. This role will ensure our global benefits strategy is competitive, compliant, and aligned with our people and business goals, supporting a diverse and distributed workforce.

You will play a critical role in shaping how we support employees globally—ensuring our benefits programs are inclusive, competitive, and scalable as we continue to grow across new markets.

At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them.

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  Define and lead the global benefits strategy across all regions, ensuring alignment with company growth and talent priorities

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  Design, implement, and scale benefits programs (health, wellness, retirement, time off, and perks) that are locally relevant and globally consistent

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  Oversee global benefits operations, including vendor selection, broker management, renewals, and program administration

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  Ensure compliance with country-specific regulations, tax requirements, and reporting obligations across all markets

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  Partner with Finance and People teams to manage benefits budgets, forecasting, and cost optimization

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  Evaluate and benchmark programs to ensure competitiveness in each market while maintaining internal equity

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  Lead leave programs internationally, ensuring seamless employee experiences across regions

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  Leverage data and employee insights to continuously improve program effectiveness and utilization

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  Communicate benefits offerings clearly and effectively to employees and leaders worldwide

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  Build and lead a high-performing global benefits team and manage external partners

• 10–15+ years of experience in global benefits, including leadership of multi-country programs

• Deep knowledge of international benefits design, compliance, and regional nuances (EMEA, APAC, AMER)

• Experience scaling benefits in high-growth, global organizations

• Strong vendor and broker management experience across multiple geographies

• Proven ability to balance global consistency with local market needs

• Strong analytical and financial acumen, including budgeting and cost management

• Excellent stakeholder management and executive communication skills

• Nice to Have:

  • Experience in the technology sector or a fast-growing, distributed workforce

  • Familiarity with global benefits platforms and HRIS systems (e.g., Workday)

  • Experience supporting M&A, new country expansions, or entity setup

Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That's okay. If you’re passionate about technology and want to grow your skills, we encourage you to apply.

Datadog is the leading observability and security platform for the AI era, providing businesses with unified visibility across the technology stack to manage complexity at scale. It brings applications, infrastructure, data, models, and security into one place, using AI to detect and resolve issues before they impact customers. Trusted globally by Fortune 500 companies and high-growth AI leaders, Datadog enables businesses to move faster with clarity and confidence. Learn more about #DatadogLife on Instagram, LinkedIn, and Datadog Learning Center.

Datadog is proud to offer equal employment opportunity to everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, and other characteristics protected by law. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. Here are our Candidate Legal Notices for your reference. 

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