Senior DevOps Site Reliability Engineer Information Technology North Andover, MA

Job Overview

TSD Mobility Solutions, an affiliate of Reynolds and Reynolds, is seeking a Senior Dev Ops Site Reliability Engineer to join our team and play a key role in the reliability, automation, and delivery of our software products. You’ll work across a diverse environment—including AWS cloud infrastructure and on‑premises data centre deployments—with a focus on building and maintaining the automated pipelines that keep our software moving safely and efficiently.

If you thrive in a collaborative environment and love solving complex delivery challenges, we’d love to hear from you!

• Design, build, and maintain CI/CD pipelines using Jenkins to automate build and deployment workflows across multiple products
• Manage and optimize cloud infrastructure on AWS, including EC2, S3, RDS, Lambda, VPCs, IAM, and related services
• Develop and maintain automated deployment pipelines targeting on‑premises data centre environments and AWS cloud infrastructure, including Windows IIS and Linux‑based systems
• Partner closely with development teams to improve deployment processes, system reliability, and performance
• Track and manage infrastructure work and project delivery through Azure Dev Ops
• Drive automation initiatives to reduce manual toil and improve consistency across environments
• Contribute to incident response, root cause analysis, and long‑term reliability improvements
• Mentor junior team members and help shape Dev Ops best practices across the organization

• 5+ years of experience in a Dev Ops, infrastructure, or site reliability engineering role
• Hands‑on experience with AWS services and cloud infrastructure management
• Experience building and managing automated deployment pipelines to on‑premises and cloud environments
• Proficiency deploying and managing applications on Windows Server / IIS, including configuration, app pools, and deployment automation
• Solid working knowledge of Linux system administration, including process management, file systems, permissions, and shell environments
• Proficiency with Jenkins for build automation and deployment pipelines
• Experience using Azure Dev Ops for project tracking and workflow management
• Solid scripting skills in Bash, Python, and Power Shell
• Familiarity with infrastructure‑as‑code and configuration management tools such as Terraform or Ansible
• Strong understanding of networking and security fundamentals as they relate to deployment pipelines
• Excellent communication skills and a collaborative approach to problem‑solving
• Experience automating IIS deployments using tools such as Web Deploy (MSDeploy) or Power Shell DSC (preferred)
• Experience with containerization technologies such as Docker and Kubernetes (preferred)
• AWS certifications (Solutions Architect, Dev Ops Engineer, etc.) (preferred)
• Familiarity with monitoring and observability tools (Datadog, Grafana, Cloud Watch, etc.) (preferred)

On the job training.

We strive to offer an environment that provides our associates with the right balance between work and family.

• Medical, dental, vision, life insurance, and a health savings account
• 401(k) with up to 6% matching
• Professional development and training
• Promotion from within
• Paid vacation and sick days
• Eight paid holidays
• Referral bonuses

Reynolds and Reynolds promotes a healthy lifestyle by providing a non‑smoking environment. Reynolds and Reynolds is an equal opportunity employer.