Staff DevOps Engineer

As a Staff DevOps Engineer (Tech Lead), you will help lead Riverside Insights’ cloud transformation and DevOps automation initiatives, building scalable AWS solutions and modern infrastructure that power the future of education technology. Your work will enable secure, reliable platforms that help educators and students unlock their full potential through research-backed assessments and innovative tools.

In this player-coach role, you will manage a small team while remaining hands-on with critical infrastructure work. You will design and implement scalable AWS solutions, automate deployments, and mentor a high-performing team empowering millions of learners worldwide.

Key Responsibilities

• Own strategy and implementation for hosting .NET, Python, Node.js, and React applications on AWS using Infrastructure-as-Code (Terraform).
• Automate AWS infrastructure and optimize for scalability, observability, and cost.
• Support SDLC deployments across all environments through production.
• Manage and migrate data stores (Postgres, SQL Server, Oracle) to cloud-native AWS solutions.
• Lead tooling improvements for modern CI/CD pipelines.
• Prioritize timelines and deliverables across the engineering ecosystem.
• Mentor and coach team members while fostering a collaborative DevOps culture.
• Partner with engineering and product leaders to analyze requirements and deliver high-quality solutions.

Requirements

Must-Have Qualifications

• Proven experience as a staff engineer, tech lead, or engineering manager with coaching and mentoring responsibilities.
• Expertise in AWS multi-account, multi-region deployments and Infrastructure-as-Code (Terraform).
• Strong knowledge of Kubernetes, auto-scaling strategies, and cost optimization.
• Hands-on experience with CI/CD pipelines (e.g., GitHub Actions), containerization, and observability tools (CloudWatch, DataDog).
• Familiarity with security audits and certifications (e.g., SOC2).
• Proficiency in scripting (bash and/or Python).

Preferred Qualifications

• Experience with EdTech platforms or similar SaaS environments.
• Advanced knowledge of AWS services and emerging cloud technologies.
• Familiarity with legacy-to-cloud migration strategies.
• Strong collaboration skills and ability to thrive in fast-paced, ambiguous environments.

Disclaimer:

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.

Benefits

Why Join Our Team?

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.

Benefits

• 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 (PTO, Holidays, Wellness Days)
• Quarterly Focus Days
• Flexible work arrangements
• Tuition Reimbursement Program
• Company orientation and 30, 60, 90 Day Onboarding

Compensation

A reasonable estimate of the range for this position is $170,000 - $175,000 USD plus applicable bonus. This compensation range is specific to the United States, and it incorporates many factors including but not limited to an applicant's skills and prior relevant experience and training; licensures, degrees, and certifications; internal pay ranges; and market data or range parameters.

Riverside Insights is an Equal-opportunity Employer

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.

Our Commitment to Diversity and Inclusion

At Riverside Insights, every employee has the right to a welcoming and inclusive workplace where their diverse backgrounds, experiences, and perspectives are valued and celebrated. Thank you for considering joining our growing team and our mission to help elevate potential globally. Please check out to learn more about our work.