Senior Platform Engineer

We are seeking a Senior Platform Engineer to join our infrastructure team as we evolve our AWS cloud capabilities, application modernization efforts, and internal developer tooling. In this role, you will design, build, and maintain production-grade AWS infrastructure and container platforms that deliver high availability, robust security, and cost efficiency.

You will focus on cloud-native architecture (Kubernetes, Serverless, IaC), building golden paths, CI/CD pipelines, and automated platforms that empower software engineering teams to ship code quickly and securely.

• →Design, implement, and operate highly resilient, secure, and scalable AWS infrastructure supporting proprietary services and enterprise applications.
• →Drive automated infrastructure delivery using Terraform, establishing modular design standards, pattern libraries, and GitOps best practices.
• →Configure, scale, and maintain Golden Paths for Amazon EKS and Docker environments for high-availability production workloads.
• →Lead technical migration and optimization initiatives within AWS, managing architecture assessments, execution, and risk mitigation.
• →Build, optimize, and secure automated delivery pipelines using GitHub, Jenkins, or similar modern deployment tools to accelerate development velocity.
• →Implement and enforce end-to-end security controls (IAM, VPC configuration, encryption at rest/transit, audit logging) in alignment with industry frameworks (e.g., NIST, ISO27001).
• →Implement frameworks for comprehensive monitoring, logging, and tracing solutions (Prometheus, Grafana, CloudWatch, CloudTrail or similar) to ensure proactive incident response and service-level health.
• →Partner with Application Engineering, InfoSec, and Architecture teams to align technical roadmaps, establish standards, and maintain technical documentation.
• →Provide technical support and resolution for cloud infrastructure issues during and outside of business hours.

• Engineering, or related technical field (or equivalent practical experience) combined with 7+ years of hands-on experience in AWS Cloud and Platform Engineering.
• Advanced expertise in writing scalable, production-grade Terraform modules; familiarity with CloudFormation.
• Proven track record building and managing production Kubernetes (EKS) clusters and Docker workloads at scale.
• Strong proficiency in Python (and/or Go/Bash) for system automation, cloud APIs, and platform integration.
• Deep knowledge of AWS networking concepts (VPCs, Transit Gateways, VPNs, Security Groups, Route Tables, Subnets, DNS) across multi-account architecture.
• Hands-on experience constructing and managing pipelines in GitHub Actions and Jenkins or similar
• Solid experience implementing observability stacks (Prometheus, Grafana, AWS CloudWatch/CloudTrail).

Salary Range: $135,000 - $192,000 per year. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity.

The Plymouth Rock Company and its affiliated group of companies write and manage over $2 billion in personal and commercial auto and homeowner’s insurance throughout the Northeast and mid-Atlantic, where we have built an unparalleled reputation for service. We continuously invest in technology, our employees thrive in our empowering environment, and our customers are among the most loyal in the industry. The Plymouth Rock group of companies employs more than 1,900 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of “A-/Excellent”.

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