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 sh...

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...

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

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.