Director of Cloud Observability & AI-Driven Engineering

Datadog; Boston (MA); Hybrid; USD 296,000 - 370,000; Full time

Benefits offered by this job

RSUs

ESPP

Career development

Mentor program

Inclusive culture

Inclusion Talks

Mental health benefits

Global benefits

Job summary

Datadog is seeking a Director to own engineering for Cloud Observability, managing approximately 40 engineers through Engineering Managers across NYC, Boston, and Paris. You will shape the roadmap with product leadership and drive AI adoption across tooling and workflows.

The role involves coordinating cross-team dependencies while building top engineering talent and ensuring scalable, high-performing systems.

Responsibilities

• Own engineering for Cloud Observability
• Manage ~40 engineers through Engineering Managers; this is a manager-of-managers role
• Shape the roadmap with product leadership and influence strategy
• Drive AI adoption across the engineering org
• Navigate cross-team dependencies across multiple domains
• Build and retain engineering talent across NYC, Boston, and Paris; mentor EMs toward Director readiness

Skills

Engineering Managers

Cloud providers experience

Cloud economics understanding

AI-first leadership

Product decision shaping

Large-scale data systems

English cross-Atlantic communication

Job description

Datadog is seeking a Director to own engineering for Cloud Observability, managing approximately 40 engineers through Engineering Managers across NYC, Boston, and Paris. You will shape the roadmap with product leadership and drive AI adoption across tooling and workflows.

The role involves coordinating cross-team dependencies while building top engineering talent and ensuring scalable, high-performing systems.