Principal DevOps Engineer Team Lead

Summary

Join Raintree Systems as a Principal DevOps Engineer (Team Lead) and lead a team of engineers in designing, implementing, and maintaining cloud infrastructure in AWS. This fully remote position requires extensive experience in DevOps, system administration, and AWS technologies. You will be responsible for leading projects, driving best practices, and ensuring the uptime of Raintree's cloud environments. The role involves collaboration with various teams and requires strong leadership and technical skills. Raintree offers a comprehensive benefits package including remote work, paid time off, health insurance, 401k matching, and paid parental leave.

Requirements

• 10+ years designing, implementing, and supporting DevOps processes related to containerized (ECS or EKS), serverless workloads, configuration management, CI/CD, and infrastructure automation
• 8+ years of system administration experience related to Linux and/or Windows OS
• 8+ years of experience architecting secure by design standards and delivering Infrastructure as Code leveraging Terraform, AWS CloudFormation, or AWS CDK
• 5+ years of experience acting as a technical leader on a team; leading projects from requirements to completion, training junior team members, driving best practices and standardized processes across multiple teams
• Experience leading the design, implementation and maintenance of multi-account AWS Organizations structures, organizational IPAM enforcement, IAM guardrails, and SSO configurations all using Infrastructure as Code concepts
• Experience designing, deploying and maintaining advanced AWS networking topologies including Transit Gateway, Site to Site VPN, Client VPN, and multi-VPC connectivity
• Experience working with and/or leading globally decentralized internal and external teams

Responsibilities

• Through collaboration with architecture and software engineering teams, lead the design and implementation of application environment infrastructure and support services in AWS
• Lead DevOps team project and scrum activities, collaborating with leadership and stakeholders; leading and participating in multiple projects at once
• Drive the design, implementation, and optimization of team best practices related to Infrastructure as Code, code repository configuration, CI/CD pipelines, AWS environment structure, networking, security components, and other technologies that support the daily operation of the Raintree systems
• Lead the creation of runbook documentation for other engineers to follow when addressing system problems, implementing solutions, or maintaining infrastructure components
• Lead system monitoring efforts using DataDog and other tools, identify points for optimization, and train members of the team on tooling
• Lead performance tuning and cost optimization efforts within the environment
• Assist in the leadership of Incident Management processes related to the Raintree applications and databases running in our environment
• Support a 24x7 on-call rotation

Preferred Qualifications

• Experience working in HIPAA regulated environments is a plus
• Experience implementing and supporting event driven architectures is a plus
• Experience supporting MySQL, PostgreSQL, or other relational databases running in AWS is a plus

Benefits

• Remote Work/Work From Home
• Paid Time Off/11, Paid Holidays/Year-End Holiday Break
• Health, Dental, Vision, HSA/FSA
• 401K with Company Match
• Disability & Life Insurance
• Employee Assistance Program
• Paid Parental Leave