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Senior DevOps Site Reliability Engineer Information Technology North Andover, MA

The Reynolds and Reynolds Company, Andover, MA, United States


Job Overview
TSD Mobility Solutions, an affiliate of Reynolds and Reynolds, is seeking a Senior DevOps 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!

Responsibilities

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 DevOps

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 DevOps best practices across the organization

Qualifications

5+ years of experience in a DevOps, 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 DevOps for project tracking and workflow management

Solid scripting skills in Bash, Python, and PowerShell

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 PowerShell DSC (preferred)

Experience with containerization technologies such as Docker and Kubernetes (preferred)

AWS certifications (Solutions Architect, DevOps Engineer, etc.) (preferred)

Familiarity with monitoring and observability tools (Datadog, Grafana, CloudWatch, etc.) (preferred)

Training
On the job training.

Benefits
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.

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