Senior 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.

What You’ll Do

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

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

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

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

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

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

• Lead leave programs internationally, ensuring seamless employee experiences across regions

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

• Communicate benefits offerings clearly and effectively to employees and leaders worldwide

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

Who You Are

• 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.

Benefits and Growth:

• New hire stock equity (RSUs) and employee stock purchase plan (ESPP)

• Continuous professional development, product training, and career pathing

• An inclusive company culture, ability to join our Community Guilds (Datadog employee resource groups)

• Competitive global benefits

• Giving programs

Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog.

#LI-Hybrid

Datadog offers a competitive salary and equity package, and may include variable compensation. Actual compensation is based on factors such as the candidate's skills, qualifications, and experience. In addition, Datadog offers a wide range of best in class, comprehensive and inclusive employee benefits for this role including healthcare, dental, parental planning, and mental health benefits, a 401(k) plan and match, paid time off, fitness reimbursements, and a discounted employee stock purchase plan.

About Datadog:

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.

Equal Opportunity at Datadog:

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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Any information you submit to Datadog as part of your application will be processed in accordance with Datadog’s Applicant and Candidate Privacy Notice. For information on our AI policy, please visit Interviewing at Datadog AI Guidelines.