Director, Engineering - Digital Experience Monitoring
Core
Own engineering for Real User Monitoring, Product Analytics, Synthetic Monitoring, Feature Flags, or Datadog Studio, managing 50-60 engineers and driving AI adoption across tooling and workflows.
Role type
Director of Engineering (Manager-of-Managers)
Builds
Real User Monitoring, Product Analytics, Synthetic Monitoring, Feature Flags, Datadog Studio
Domain
Observability, AI-native engineering, high-scale data systems
Deliverable
production ML models | product features
Required skills
managing Engineering Managers, shaping product strategy, leading AI-first engineering practices, building large-scale event-driven or data-intensive backend systems, full-stack or frontend-adjacent development
Preferred skills
experience with SDK-heavy browser and mobile-facing products, cross-Atlantic organizational navigation
Technologies
Real User Monitoring, Product Analytics, Synthetic Monitoring, Feature Flags, Datadog Studio, AI tooling, event-driven systems, time-series data
Responsibilities
Manage 50-60 engineers through Engineering Managers, shape roadmap with product leadership, drive AI adoption in engineering org, navigate cross-team dependencies, build and retain engineering talent, participate in on-call rotation
Seniority
Director, hands-on leadership with strategic scope
