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
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.
Datadog endeavors to make our Careers Page accessible to all users. If you would like to contact us regarding the accessibility of our website or need assistance completing the application process, please complete this form. This form is for accommodation requests only and cannot be used to inquire about the status of applications.
Privacy and AI Guidelines:
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.
Skills Required
- 10-15+ years of experience in global benefits
- Leadership of multi-country programs
- Deep knowledge of international benefits design and compliance
- Strong vendor and broker management experience
- Strong analytical and financial acumen
What the Team is Saying
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Datadog Compensation & Benefits Highlights
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Healthcare Strength — Comprehensive medical, dental, and vision coverage is paired with company-provided mental-health access and support for gender-affirming care. Fitness reimbursements in eligible locations further bolster wellbeing.
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Parental & Family Support — Fully paid, gender-neutral parental leave and extensive family-forming benefits (adoption, fertility, preservation, surrogacy) are highlighted. Childcare subsidies and pet-related support where eligible add practical family assistance.
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Equity Value & Accessibility — New-hire RSUs and an employee stock purchase plan at a discount provide broad ownership opportunities. Feedback suggests these equity programs meaningfully complement cash compensation in many roles.
Datadog Insights
What We Do
Datadog (NASDAQ: DDOG) is a global SaaS business, delivering a rare combination of growth and profitability. We are on a mission to break down silos and solve complexity in the cloud age by enabling digital transformation, cloud migration, and infrastructure monitoring of our customers' entire technology stacks. Built by engineers, for engineers, Datadog is used by organizations of all sizes across a wide range of industries. Together, we champion professional development, diversity of thought, innovation, and work excellence to empower continuous growth. Join the pack and become part of a collaborative, pragmatic, and thoughtful people-first community where we solve tough problems, take smart risks, and celebrate one another.
Why Work With Us
At Datadog, we learn from and celebrate each other daily - each win is a team win. Datadogs solve tough problems, innovate pragmatically, and grow together. We promote from within, provide mentorship and opportunities for career development, and support our colleagues in the process. Best of all? We truly love what we do.
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Datadog Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them and their team.
