> Markdown version of [/jobs/ext/2692274-director-engineering-cloud-observability](https://www.wearedevelopers.com/jobs/ext/2692274-director-engineering-cloud-observability). Every page supports `.md` or `Accept: text/markdown`. Links point to the HTML versions so they work for humans too. Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # Director, Engineering - Cloud Observability - **Company:** Cloud Software Group, Inc. - **Location:** New York, NY, United States - **Salary:** $296,000.0 - **Contract:** Permanent contract - **Skills:** Application Programming Interfaces (APIs), Artificial Intelligence, Cloud Computing, Monitoring of Systems, Systems Integration, Data Ingestion, Backend - **Published:** September 3, 2026 - **Apply:** https://www.themuse.com/jobs/datadog/director-engineering-cloud-observability ## About the Role * You have directly managed Engineering Managers, not just individual contributors * You have deep experience with one or more cloud providers, ideally with experience operating large-scale systems in the cloud. * You have a solid understanding of cloud economics, as well as how to balance performance and cost in cloud computing environments. * You integrate AI deeply into how you lead and how your teams build, treating AI-first thinking as core engineering practice rather than a feature bolted onto the product * You have a track record of shaping product decisions, not just executing against a spec * You have worked with large-scale, event-driven or data-intensive backend systems - ingestion pipelines, high-throughput APIs, or time-series/event data at scale * You are comfortable operating in English in a cross-Atlantic org, and are based in New York, Boston, or Paris. ## Description * Manage ~40 engineers through a layer of Engineering Managers; this is a manager-of-managers role * Shape the roadmap alongside product leadership rather than simply executing against it - push back on, iterate on, and help author the strategy for your area * Drive AI adoption across the engineering org, from tooling and workflows to product features and team practices * Navigate cross-team dependencies across the Agent, Telemetry Onboarding, Integrations, Action Platform, and Infrastructure Monitoring. * Build and retain engineering talent in NYC, Boston, and Paris, mentor Engineering Managers toward Director readiness, and participate in the on-call rotation ## Related Videos - [Developing the Backend with Stefan Lingler, CTO at Shpock](https://www.wearedevelopers.com/videos/100360-developing-the-backend-with-stefan-lingler-cto-at-shpock) - [When React Meets Reality: Building a Real-Time Control Room for Autonomous Vehicles](https://www.wearedevelopers.com/videos/2091-when-react-meets-reality-building-a-real-time-control-room-for-autonomous-vehicles) - [Green Cloud Computing](https://www.wearedevelopers.com/videos/592-green-cloud-computing) - [Shipping Faster with Less: Render on Cloud Hosting, AI Workloads, and the Future of DevOps](https://www.wearedevelopers.com/videos/1894-shipping-faster-with-less-render-on-cloud-hosting-ai-workloads-and-the-future-of-devops) - [Nest.js - TypeScript in the backend can also be clean](https://www.wearedevelopers.com/videos/1033-nest-js-typescript-in-the-backend-can-also-be-clean) - [We adopted DevOps and are Cloud-native, Now What?](https://www.wearedevelopers.com/videos/485-we-adopted-devops-and-are-cloud-native-now-what) ## Related Articles - [Navigating the AI Shift](https://www.wearedevelopers.com/magazine/629-navigating-the-ai-shift) - [7 Cloud Computing Trends Coming in 2025 for Developers](https://www.wearedevelopers.com/magazine/412-7-cloud-computing-trends-coming-in-2025-for-developers) - [How to Become an AI Engineer](https://www.wearedevelopers.com/magazine/331-how-to-become-an-ai-engineer) - [How We Built a Worry-Free System That Runs for 10+ Years – And What We’d Do Again](https://www.wearedevelopers.com/magazine/751-how-we-built-a-worry-free-system-that-runs-for-10-years-and-what-we-d-do-again) - [What is Software Engineering in the Age of AI?](https://www.wearedevelopers.com/magazine/640-what-is-software-engineering-in-the-age-of-ai) - [What Are The Top Skills Required For Azure Developers?](https://www.wearedevelopers.com/magazine/77-what-are-the-top-skills-required-for-azure-developers)