Senior DevOps Engineer

As a Senior DevOps Engineer, you will provide key technical ownership within the engineering organization by building, operating, and continuously improving the infrastructure that supports Riverside Insights’ assessment platforms. You will partner closely with engineering and product leaders to ensure systems are reliable, secure, scalable, and highly automated—especially during peak demand periods. 

• Design, build, and operate reliable AWS-based infrastructure supporting production services 

• Improve automation, repeatability, scalability, observability, and cost efficiency across the platform 

• Develop and maintain infrastructure as code and CI/CD pipelines to reduce manual operations 

• Monitor systems, respond to incidents, and create runbooks for high-risk operational services 

• Partner with engineering teams to support deployments and improve operational practices 

• Coach and mentor engineers on DevOps principles and operational excellence 

The above statements describe the general nature and level of the work performed by people assigned to this work. This list does not cover all possible duties, tasks, or responsibilities. Riverside Insights may amend or change responsibilities to meet the needs of the business and organization as necessary. 

• Extensive experience operating AWS infrastructure in multi-account and multi-region environments 

• Strong expertise with infrastructure as code tools such as Terraform 

• Experience with monitoring and observability tools such as CloudWatch and Datadog 

• Hands-on experience with CI/CD workflows and automation 

• Strong communication, collaboration, and time management skills 

• Experience with AMI-based image pipelines using AWS Image Builder 

• Proficiency in Python, Node.js/TypeScript, or Bash for automation 

• Experience improving infrastructure security posture and integrating security into pipelines 

• Experience supporting developer productivity and modern engineering tooling 

• Remote.
• Travel 1–2 times a year for off-site team meetings or conferences.
• May require stationary positions (sitting or standing) for extended periods.

• Medical, Dental, and Vision plans 

• Company paid basic life and AD and D insurance 

• Company paid long-term disability 

• Paid Parental Leave 

• Supplemental life insurance options 

• Company paid Employee Assistance Program (EAP) 

• Retirement plan with discretionary company matching 

• Flexible Spending Account (FSA) and Health Savings Account (HSA) options 

• Premium subscription to Calm for employee and dependents 

• 33 days of company paid time off 
• Flexible work arrangements 

• Tuition Reimbursement Program 

• Company orientation and 30, 60, 90 Day Onboarding 

This position offers a competitive salary range of $150,000 - $165,000 aligned with market data and internal equity. Final compensation will be determined based on experience, skills, and geographic location. 

At Riverside Insights, achieving real results for students and educators is more than talk, it is what we do. As we grow, so will you, offering the chance to expand your skills on an ambitious, solution-focused team. Join us in making great work possible, where your well-being and dedication to making an impact go hand in hand. If you are ready for an ambitious, collaborative environment, Riverside is the place for you. 

Riverside Insights 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. 

Riverside Insights is committed to growing a diverse team that reflects the educators, students, and communities we serve. We believe that varied perspectives drive innovation and strengthen our mission to help all learners achieve their potential.