Job Description
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.
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
- Experience managing managers in dynamic environments
- Deep expertise in site reliability engineering
- Experience with large scale distributed systems
- Exposure to penetration testing or adversarial validation
What the Team is Saying


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Datadog Compensation & Benefits Highlights
- 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.
- 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.
- 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.



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Date Posted
05/20/2026
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