We are seeking an Engineering Manager II to lead a group within Datadog’s Site Reliability Engineering organization, spanning teams focused on resilience validation, chaos engineering, and penetration testing. This role operates at the intersection of reliability, security, and proactive risk mitigation, driving initiatives that directly improve system robustness at scale. You will manage managers, shape the strategic vision for reliability in a rapidly evolving landscape influenced by AI-driven development, and partner across the organization to elevate engineering practices. This is a highly autonomous leadership role with significant scope and impact, suited for someone energized by complexity, scale, and continuous evolution.
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:
Lead and mentor engineering managers, fostering their growth while building strong, high-performing teams across your organization
Contribute to and advance the vision for reliability at Datadog, including adapting practices in response to the evolving impact of AI on software development
Guide teams in defining and executing roadmaps that balance immediate impact with sustainable, long-term improvements
Build strong cross-functional partnerships across engineering, security, and product teams to drive organization-wide reliability outcomes
Champion a solutions/outcome-oriented approach by driving risk mitigation efforts and leading initiatives that result in measurable reliability improvements
Who You Are:
You have experience managing managers in dynamic, fast-evolving environments and are passionate about developing leadership at multiple levels
You bring deep expertise in site reliability engineering and have worked with large-scale distributed systems
You can define and communicate a clear vision, aligning diverse stakeholders across a complex organization
You have exposure to security practices such as penetration testing or adversarial validation (nice to have)
You are an adaptable leader who can drive meaningful change and adjust your approach based on context and organizational needs
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:
Generous and competitive benefits package
New hire stock equity (RSUs) and employee stock purchase plan
Continuous career development and pathing opportunities
Employee-focused best in class onboarding
Internal mentor and cross-departmental buddy program
Friendly and inclusive workplace culture
Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog.
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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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.
