Senior Design Manager - AI Monitoring & Management
New York · USD 204,000-255,000 / year · 3+ years experience · Full-time · Posted Oct 9, 2026
At a glance
- Experience
- 3+ years experience
- Employment
- Full-time
- Location
- New York
- Salary
- USD 204,000-255,000 / year · OTE
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.
About the role
- This team owns what it takes for an organization to trust the AI it runs in production, from GPU infrastructure to agents and LLM systems.
- As Senior Design Manager, you'll lead a team of four designers across three connected product areas to raise the quality bar and mentor the team.
- This is a leadership role built around modern, AI-native design practice where you will lead and grow a team that builds directly in code.
Responsibilities
- 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
Requirements
- 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
Preferred qualifications
- Experience designing developer tools, AI/ML products, or observability platforms
- Comfort with ambiguity in a rapidly evolving space
Benefits
- 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
- Healthcare, dental, parental planning, and mental health benefits
- 401(k) plan and match
- Paid time off
- Fitness reimbursements
Skills
- Claude Code
- Cursor
- User Testing
- Interaction Design
- Visual Design
