Director, Head of Global Benefits
About The Position
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.
Requirements
- 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 Haves
- 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
Responsibilities
- 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
Benefits
- New hire stock equity (RSUs)
- 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
- Competitive salary and equity package
- Variable compensation
- Healthcare
- Dental
- Parental planning
- Mental health benefits
- 401(k) plan and match
- Paid time off
- Fitness reimbursements
- Discounted employee stock purchase plan
Stand Out From the Crowd
Upload your resume and get instant feedback on how well it matches this job.
What This Job Offers
Job Type
Full-time
Career Level
Director
Education Level
No Education Listed
Number of Employees
1,001-5,000 employees
