Manager I, Engineering - AI Platform - Evaluation & Annotation
Datadog
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What engineering roles keep asking for: AWS (17%), Python (13%) — counted across their open postings here.
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Preparing for this interview
Interviews for engineering roles keep coming back to AWS, Python. Practise those questions before you sit with Datadog.
Questions you are likely to be asked
- Why do you want to join Datadog?
- What is your experience with Observability? Tell me one thing you learned the hard way.
- When would you not use machine learning for a problem?
- Walk me through a model you built, from the data to how it was used.
- How did you know your model was actually good, and not just good on your test set?
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Practise the Manager I, Engineering - AI Platform - Evaluation & Annotation at Datadog interview free →The AI platform is responsible for all AI infrastructure across Datadog. Our mission is to provide tools and platforms that enable data scientists and engineers to conduct large-scale training and inference with ease. We support products such as Bits AI, LLMObs and all our AI research.
As an engineering manager for the Evaluation & Annotation team, you’ll join a new and fast growing team and organization. You will support building and scaling the team, define our technical vision and help shape the roadmap. Your team will lead the charge on multiple critical technical challenges: AI model evaluation both offline and online, designing tooling and processes around human annotation, and establishing the standard around synthetics and AI generated datasets.
You’ll work closely with sister teams in the AI platform organization ensuring a seamless AI development cycle. You’ll also partner with the Applied AI org and with Datadog infrastructure & tooling teams to build out systems from the ground up.
At Datadog, we place value in our office culture - the relationships that it builds, the creativity it brings to the table, and the collaboration of being together. We operate as a hybrid workplace to ensure our employees can create a work-life harmony that best fits them.
What You’ll Do:
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Manage and grow the Evaluation & Annotation team, directly managing 4-6 engineers
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Define our technical roadmap in alignment with AI platform goals and the Applied AI team roadmap.
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Work with our core platform teams to tailor Datadog's storage and data pipelines to our needs
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Create a strong team culture aligned with our engineering standards and our customer focus
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Participate in hands-on work: Code reviews, design reviews and some coding
Who You Are:
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A Software Engineer at heart with a previous experience leading software engineering teams, as a tech lead or people manager
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Excellent leader with strong interpersonal skills, and the ability to build and lead high-performing teams
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Interested in working on an early stage project with many challenges to solve and a fast iteration cycle
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You have a track record of delivering high-quality software on schedule and collaborating closely with product partners.
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Strong technician with a mix of backend, data engineer and infrastructure experience who is interested in remaining a hands-on leader
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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.
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:
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New hire stock equity (RSUs) and employee stock purchase plan (ESPP)
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Continuous professional development, product training, and career pathing
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Intradepartmental mentor and buddy program for in-house networking
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An inclusive company culture, ability to join our Community Guilds (Datadog employee resource groups)
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Access to Inclusion Talks, our Internal panel discussions
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Free, global mental health benefits for employees and dependents age 6+
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Competitive global benefits
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.
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Listed on greenhouse · posted 2026-05-29. ApplySarthi collects openings and links to application pages; the role is advertised by Datadog, not by us.