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Senior Design Manager - AI Monitoring & Management

Datadog· Product Design
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New York, NY$204k - $255kfull-timePosted 1w ago

About the role

Leading a team of four designers across AI monitoring and management product areas, shaping strategy and driving high-quality, AI-native design work in a fast-moving, data-heavy domain.

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

Qualifications

  • 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

Skills

Required:AI-native designDesign leadershipPrototyping in code

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
Last updated Oct 22, 2026. Interested? Apply on the company site.

About Datadog

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