Senior Design Manager - AI Monitoring & Management
This team owns what it takes for an organization to trust the AI it runs in production, from the GPU infrastructure that trains and serves models, to the agents and LLM systems built on top of it, to the cost and return those systems deliver to the business. When something fails, this team's work explains why and shows how it's affecting the outcomes customers actually care about. It's a fast-moving space with few established patterns, which gives this team real room to define what best-in-class looks like.
As Senior Design Manager, you'll lead a team of four designers across these three connected product areas, going deep enough on the domain (AI training and development workflows, evaluations, GPU infrastructure, agent debugging) to raise the quality bar, sharpen the product point of view, and mentor the team already doing this work. This is a leadership role built around modern, AI-native design practice: you'll lead and grow a team that builds directly in code rather than handing off static mocks, and you should have the capability to prototype and ship yourself where it has the most impact.
What You'll Do:
Go deep on the domain (AI training/development workflows, evals, GPU infrastructure, agent debugging) to the point of having independent, well-informed points of view
Drive end-to-end product experiences across Agent Observability, GPU Monitoring, and Agent Console, ensuring coherence across the three surfaces
Prototype and ship directly in code where it has the most impact, to demonstrate direction and quality, not as a substitute for the team's own execution
Lead and coach a team of four designers, raising their craft, product thinking, and fluency building with AI-native tools
Conduct regular 1:1s and career conversations; foster psychological safety and a culture of continuous improvement
Partner with Product and Engineering leadership to shape strategy, prioritization, and roadmap direction
Set and maintain a high bar for design quality across all output, including interaction design, visual design, coded prototypes, and user testing, and lead design critiques within the domain
Who You Are:
10+ years in product design roles, with 3+ years in a design management or leadership position
Portfolio demonstrating end-to-end product design ownership and deep domain expertise in at least one complex area
Demonstrated ability to take an existing product area and visibly uplevel its craft and product ownership
Strong communication and influence skills; able to partner effectively with senior-level PMs and Engineers
Experience designing complex, data-heavy products
Capability to prototype and ship directly in code (Claude Code, Cursor, or similar), and comfort leading a team that works the same way
Demonstrated ability to mentor designers and raise their craft through coaching and example
Nice to have: experience designing developer tools, AI/ML products, or observability platforms, and comfort with ambiguity in a rapidly evolving space
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:
New hire stock equity (RSUs) and employee stock purchase plan (ESPP)
Continuous professional development, product training, and design education
Intradepartmental mentor and peer coaching program
Inclusive company culture; access to Datadog Community Guilds (employee resource groups)
Free, global mental health benefits for employees and dependents age 6+
Competitive global benefits
Benefits and details may vary based on country of employment and employment nature with Datadog.
Datadog offers a competitive salary and equity package, and may include variable compensation. Actual compensation is based on factors such as the candidate's skills, qualifications, and experience. In addition, Datadog offers a wide range of best in class, comprehensive and inclusive employee benefits for this role including healthcare, dental, parental planning, and mental health benefits, a 401(k) plan and match, paid time off, fitness reimbursements, and a discounted employee stock purchase plan.
The reasonably estimated yearly salary for this role at Datadog is:
$204,000—$255,000 USD