Site Reliability & Observability Engineer – Datadog / Azure

Site Reliability & Observability Engineer / Datadog – Synthetic Monitoring, APM, RUM, Log Management, SLO’s, Alerting / Azure / Azure DevOps / Cloudflare / 6-month contract / Hybrid – West Midlands / Remote / £450 – 600 per day Inside IR35.

One of our leading clients is seeking a Lead Site Reliability & Observability Engineer to build and operate a world-class monitoring, synthetic testing, and reliability platform.

Location – West Midlands / Remote – 5 days per week with 1-2 days per week onsite

Duration – 6 months +

Day rate – £450 – 600 per day Inside IR35

This role will lead the implementation of Datadog across Azure and Cloudflare, creating a comprehensive early warning system that continuously validates APIs, integrations, and customer user journeys in production.

Key Responsibilities:

• Own and evolve the Datadog observability platform.
• Design and maintain synthetic monitoring for critical API and UI workflows.
• Build continuous production validation covering business-critical customer journeys.
• Integrate monitoring, testing, dashboards, and alerting into Azure DevOps and GitHub pipelines.
• Develop monitoring-as-code and testing-as-code practices using Terraform.
• Create actionable dashboards, SLOs, SLIs, alerts, and anomaly detection.
• Integrate Datadog with Azure, Cloudflare, and modern SaaS architectures.
• Drive reliability, performance, and root-cause analysis across production systems.

Required Experience:

• Strong hands-on Datadog expertise, including:
• Synthetic Monitoring
• APM
• RUM
• Log Management
• SLOs and Alerting
• Experience operating large-scale global SaaS platforms.
• Deep Azure experience.
• Experience integrating Cloudflare services.
• Strong CI/CD experience with Azure DevOps and GitHub.
• Expertise in API, integration, and browser-based testing.
• Infrastructure as Code experience using Terraform.
• Experience with distributed systems, microservices, and cloud-native architectures.

Desirable:

• Datadog certifications.
• Azure certifications.
• Cloudflare administration experience.
• Background in Site Reliability Engineering (SRE) or Platform Engineering leadership roles.