Role Overview

Datadog, the leading cloud monitoring and security platform, is seeking a Director, Engineering Operations to join our New York, New York headquarters. This senior leadership role reports directly to the Chief of Staff to the CTO and plays a pivotal role in scaling our global engineering organization of nearly 4,000 engineers across US and EMEA. As Datadog's product offerings expand rapidly, you'll build the operational foundation enabling DevOps excellence, observability-driven decisions, and frictionless delivery at scale.

In this high-impact position, you'll define how Engineering operates by driving productivity, reducing administrative burden, and leveraging AI automation and data insights. Partnering closely with CTO leadership, Product, Finance, People, and Business Operations, you'll create scalable systems that empower teams to focus on building world-class cloud observability solutions. If you're passionate about engineering operations leadership in hyper-growth environments, this is your opportunity to shape Datadog's future.

Key Responsibilities at Datadog

• Set strategic vision for Engineering Operations, evolving the operating model to support Datadog's fast-growing global engineering organization.
• Establish operating rhythm by integrating budgeting, headcount planning, progress reviews, and productivity insights into repeatable cadences.
• Design scalable mechanisms including programs, systems, tooling, and AI-driven automation to eliminate manual processes.
• Drive data-informed decisions by enhancing engineering operational data quality for capacity, productivity, and health metrics.
• Oversee Engineering Enablement team managing onboarding, learning platforms, internal events, and culture-building initiatives.
• Build high-impact team defining roles, capabilities, and growth plans for Engineering Operations at scale.
• Partner cross-functionally with senior leaders in Product, Finance, People, Legal, and Business Operations.
• Optimize processes using Datadog's observability platform to measure engineering effectiveness and delivery velocity.
• Leverage emerging tech like AI to automate workflows and boost operational efficiency across cloud-native environments.

Qualifications & Requirements

To succeed as Director, Engineering Operations at Datadog, you'll bring senior leadership experience supporting complex, rapidly scaling technical organizations. Key qualifications include:

• 10+ years in engineering operations or similar roles at high-growth SaaS/cloud companies.
• Proven success building operational functions from scratch in ambiguous, fast-paced settings.
• Technical fluency in DevOps, cloud observability, AI/ML automation, and modern software development practices.
• Exceptional communication skills with high standards for executive presentations and written deliverables.
• Data-oriented mindset focused on defining meaningful metrics for engineering productivity and health.
• Trusted advisor to CTOs/VPEs with pragmatic problem-solving and sound judgment.
• Energy for Datadog's culture of technical depth, rapid iteration, and quality execution.

Datadog celebrates diverse backgrounds. If you're passionate about technology and growth-minded, we encourage you to apply even if you don't match every qualification perfectly.

Salary & Benefits

The estimated salary range for Director, Engineering Operations in New York, New York is $250,000 - $350,000 USD base, plus competitive equity, bonuses, and comprehensive perks. Datadog offers:

• Generous health insurance for individuals and families
• New hire RSUs and employee stock purchase plan
• 401(k) matching and financial wellness programs
• Unlimited PTO with summer Fridays
• Fitness reimbursements and gym memberships
• Commuter benefits and transit subsidies
• Professional development budget and conferences
• Mentorship programs and career coaching
• Inclusive ERGs, Inclusion Talks, and community events

Why Join Datadog?

Datadog is the essential platform for cloud observability, security, and application performance monitoring used by thousands of the world's best-known companies. Our engineering team ships products that help DevOps teams monitor Kubernetes clusters, CI/CD pipelines, serverless architectures, and more—all powered by cutting-edge observability tech.

Join a technical-first culture where you'll work with brilliant engineers tackling real-world challenges in cloud-native environments. With offices in New York and global reach, Datadog offers unparalleled growth opportunities, competitive compensation, and a mission-driven environment focused on customer success. Be part of scaling the future of observability at one of NYC's fastest-growing tech leaders.

How to Apply

Ready to lead Engineering Operations at Datadog? Apply now for this New York-based role and join our mission to help DevOps teams work fearlessly. Submit your resume and tell us why you're excited to drive operational excellence in cloud monitoring. We review applications on a rolling basis—don't wait!

Datadog is an equal opportunity employer. We value diversity and provide reasonable accommodations for applicants with disabilities.