Senior SRE - Observability & Automation (Remote)

OnBoard Group; Northern (KY); Hybrid; USD 120,000 - 150,000; Full time

Benefits offered by this job

Fully remote work with equipment

Competitive benefits: medical, dental,

401K with company match

Paid PTO & holidays

Diversity and inclusion programs

Job summary

OnBoard Group seeks a Cloud Operations Engineer III to lead observability and automation for a multi-product SaaS platform. You will own the Datadog observability practice, define SLIs, and build dashboards and alerts while guiding modernization from legacy stacks.

You will also advance security controls, runbooks, and incident response, collaborating across teams. The role emphasizes automation, IaC, and cross-functional leadership to improve reliability and reduces toil in a fast-paced, remote

Qualifications

• Bachelor's degree in Computer Science, Information Technology, or related field, or equivalent practical experience.
• 5-7 years of professional experience in cloud operations, site reliability, platform, or DevOps for production SaaS systems.
• Hands-on with a modern observability platform – Datadog preferred – including APM, logs, dashboards, monitors, and SLOs.
• Strong scripting in PowerShell; ability to write safe tooling for others.
• Knowledge of containers/Kubernetes; autoscaling, cluster upgrades, pod diagnostics.
• Production experience with Azure services (AKS, Azure SQL, Cosmos DB, Redis, Service Bus, Key Vault, Entra ID) or similar cloud.
• Experience with infrastructure-as-code and CI/CD (Bicep/Terraform; Helm/Kustomize; Azure DevOps).
• Incident response experience in customer-facing environments; on-call and post-incident reviews.

Responsibilities

• Own the Datadog platform across all products and environments, including instrumentation and tagging.
• Instrument services for APM, tracing, logs, and synthetic monitoring; close gaps with engineering teams.
• Maintain dashboard/SLO catalog and define SLIs for critical journeys; drive prioritization with Eng/Prod.
• Design high-signal alerting with owners and runbooks; reduce noise and duplication.
• Develop automation in PowerShell, Python, Bash for provisioning, diagnostics, remediation, and reporting.
• Extend IaC estate (Bicep, Terraform, Helm, Kustomize) for reproducible environments across regions.
• Convert runbooks to automated workflows: upgrades, rotations, provisioning, data purges, access.

Skills

Datadog

Observability

PowerShell

Python

Bash

Kubernetes

Azure

CI/CD

Incident response

Communication

Teamwork

Education

Bachelor's degree in CS/IT or related field

Tools

Bicep

Terraform

Helm

Kustomize

Azure DevOps

Job description

OnBoard Group seeks a Cloud Operations Engineer III to lead observability and automation for a multi-product SaaS platform. You will own the Datadog observability practice, define SLIs, and build dashboards and alerts while guiding modernization from legacy stacks.

You will also advance security controls, runbooks, and incident response, collaborating across teams. The role emphasizes automation, IaC, and cross-functional leadership to improve reliability and reduces toil in a fast-paced, remote