Principal DevOps Engineer - Team Lead
Principal DevOps Engineer (Team Lead)
Department: Information Security & Infrastructure
Remote U.S. (designated states)
This position is fully remote and may be performed from one of the following U.S. states: AL, AZ, FL, GA, IN, KS, MA, MI, MS, NC, NV, OR, PA, SC, TN, TX, VA.
At Raintree, we’re not just shaping the future of therapy technology – we’re creating it. This is your chance to be part of something bigger, where your career will have game-changing, career-defining moments that propel you to new heights. We are the best place for the best people, and we’re looking for ambitious, creative thinkers ready to make an impact. Whether you’re advancing AI solutions or enhancing user experiences, your work here will shape the future of therapy technology while advancing your career alongside dedicated professionals who are as committed to your success as you are. At Raintree, your ideas drive real change, your growth is limitless, and the work you do will touch millions of lives. Ready to ignite your career and leave a lasting legacy? Join us and be part of something extraordinary.
About the Role
The role will be both a technical and a process leader on the DevOps team. You will be leading other engineers and collaborating across teams to deliver DevOps best practice architectures and solutions. These will include IAC and development pipelines, monitoring tools, scalable application environments, scalable support infrastructure, multi-account networking, and the general uptime of all Raintree cloud environments in AWS.
Duties and 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.
Position Proficiencies and 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.
- 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
Our Perks
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
About Raintree Systems​
Raintree is the preeminent platform for enterprise and mid-sized therapy provider organizations. Our award-winning solutions in patient engagement and communications, clinical documentation, revenue cycle management (RCM), and business intelligence are tailored to the needs of physical therapy, occupational therapy, speech therapy, and ABA practices across all treatment settings.
Our Core Values
We put our Clients First - We are Open and Honest - We are Disciplined, Yet Flexible
We love to Solve Problems - We are Committed to Greatness - We are a High Performance Team
Raintree Systems provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.