Job Role: Senior Datadog Engineer / Architect – AI & Enterprise Observability
Location: Remote
Hire Type: W2 Contract
Experience: 8+ years in IT/Cloud/Observability, with strong hands-on Datadog expertise.
Job Description
We are looking for a highly skilled, hands-on Senior Datadog Engineer / Architect with extensive experience implementing, architecting, and optimizing enterprise Datadog solutions. The ideal candidate should have strong expertise across infrastructure, application, AI/LLM observability, and security monitoring, along with excellent communication and client-facing consulting skills.
Key Responsibilities & Requirements
- Deep hands-on expertise in Datadog, including Infrastructure Monitoring, APM, Log Management, RUM, Synthetic Monitoring, dashboards, alerting, and integrations.
- Strong experience with Datadog AI/LLM Observability, including monitoring GenAI applications, LLM performance, token usage, latency, costs, errors, and response quality.
- Experience implementing AI Agent Observability, including tracing agent workflows, tool calls, RAG pipelines, and multi-step LLM interactions.
- Architect and implement Datadog solutions from scratch, including agent deployment, instrumentation, integrations, configuration, and enterprise-wide rollouts.
- Conduct Datadog assessments, identify monitoring gaps, recommend best practices, and optimize existing implementations for performance, scalability, security, and cost.
- Strong understanding of cloud and security observability, including Datadog Cloud SIEM, Cloud Security Management, and integrations with AWS, Azure, Kubernetes, and enterprise security tools.
- Experience integrating Datadog with AI platforms and frameworks such as Azure OpenAI, OpenAI, AWS Bedrock, LangChain, and OpenTelemetry.
- Develop architecture diagrams, technical documentation, assessment reports, and client-facing presentations showcasing Datadog capabilities, recommendations, and implementation roadmaps.
- Excellent communication and consulting skills, with the ability to independently lead technical discussions, conduct workshops, troubleshoot complex issues, and support pre-sales and related observability/security initiatives.
Nice to Have
- Datadog certifications and prior enterprise consulting experience.
- Python, Terraform, CI/CD, and observability automation.
- Experience with LLM evaluations, prompt monitoring, AI security, and governance