> Markdown version of [/jobs/ext/1918885-director-engineering-cloud-observability](https://www.wearedevelopers.com/jobs/ext/1918885-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:** Boston, MA, 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:** August 4, 2026
- **Apply:** https://www.careerbuilder.com/job-details/director-engineering-cloud-observability-boston-ma--93ed8d63-b7f3-442c-ae12-a84b7ce36a4b

## About the Role

* 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)
- [Inside Bitpanda's Tech Stack: Scaling a European Fintech Leader - Markus Dorner](https://www.wearedevelopers.com/videos/1979-inside-bitpanda-s-tech-stack-scaling-a-european-fintech-leader-markus-dorner)

## 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)
- [Best US AI Conferences for CTOs in 2026: Build vs. Buy, Vendor Evaluation, and Peer Intelligence](https://www.wearedevelopers.com/magazine/736-best-us-ai-conferences-for-ctos-in-2026-build-vs-buy-vendor-evaluation-and-peer-intelligence)
- [Highest Paying Tech Companies for Developers](https://www.wearedevelopers.com/magazine/220-highest-paying-tech-companies-for-developers)
- [What Are The Top Skills Required For Azure Developers?](https://www.wearedevelopers.com/magazine/77-what-are-the-top-skills-required-for-azure-developers)