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OpenSesame · 2 weeks ago

Staff DevOps Software Engineer

United States

Full-time

Remote

Lead/Staff

$170K/yr - $208K/yr

OpenSesame is transforming workforce development with an AI-powered marketplace of skill-building courses. They are seeking an experienced Staff DevOps Engineer to modernize and automate their infrastructure, enhancing scalability and reliability across their global learning platform.

EdTechEducationVirtual Workforce

Responsibilities

Build strong relationships across our engineering teams

Develop a deep understanding of our AWS account structure, VPC architecture, routing patterns, edge systems, and WAF configurations

Engage in team ceremonies and adopt shared ownership of infrastructure reliability

Deliver early improvements in network and edge configurations, focusing on automating provisioning with Terraform

Identify opportunities for AI-enabled observability or workflow automation that reduce manual effort and improve response time

Begin defining an architectural vision for future-state network and edge automation

Share expertise on AWS networking and edge design patterns within engineering through documentation and collaborative sessions

Mentor engineers on DevOps and infrastructure security best practices

Explore and share learnings on AI-assisted development and automation tools

Engage fully in the team's agile ceremonies, retrospectives, and discussions to streamline operations

Identify and help remove friction in managing network and edge configurations

Lead modernization efforts in AWS networking, edge security, and delivery systems, emphasizing automation, observability, and scalability

Pilot AI-assisted tooling to enhance CI/CD pipelines, anomaly detection, and configuration drift management

Build self-service workflows that allow developers to safely deploy or modify network and edge configurations

Integrate automation and intelligent tooling into CI/CD workflows, monitoring, and remediation pipelines

Collaborate with engineering leadership to shape the technical roadmap for infrastructure modernization and intelligent developer enablement

Influence architectural decisions that balance reliability, performance, and cost efficiency across the platform

Help the team break down complex work into vertical slices, ensuring incremental value delivery and fast feedback loops

Mentor engineers across engineering in networking fundamentals, DevOps best practices, and system design at scale

Contribute to hiring, onboarding, and upskilling initiatives within the DevOps organization

Lead large-scale modernization initiatives to simplify and scale cloud networking and edge architecture

Help define and execute the long-term vision for infrastructure transformation integrating AI-driven intelligence into monitoring, alerting, and delivery pipelines

Partner with engineering leadership to align infrastructure strategy with organizational goals and developer productivity

Foster a culture where each team member feels empowered to take initiative and contribute to the team's success

Create sustainable patterns and tooling that accelerate delivery without increasing risk

Continue mentoring engineers at all levels, fostering a culture of technical excellence, intelligent automation, and continuous improvement

Help shape team structures, processes, and priorities to sustain long-term transformation

Share thought leadership on automation, modernization, and AI enablement within OpenSesame and the wider engineering community

Evaluate emerging tools and services in networking, edge delivery, and cloud security to drive further optimization

Lead or partner in proofs of concept in areas such as AI-assisted deployment, multi-region failover, edge compute, and zero-trust networking

Qualification

AWS NetworkingTerraformIntelligent AutomationEdge InfrastructureCI/CDObservabilityAgile MethodologiesContinuous ImprovementMentorshipCollaborationTechnical Leadership