Staff DevOps Software Engineer

• Build context, relationships, and credibility as a strategic and technical leader. Deeply understand OpenSesame’s AWS networking, edge delivery, and automation landscape. Identify transformation opportunities where intelligent automation and AI-assisted tooling can enhance reliability, scalability, and developer productivity. • Team Integration & Shared Ownership: 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. • Team Integration & Shared Ownership • Technical Contribution: 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. • Technical Contribution: • Mentorship & Skill Development: 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. • Mentorship & Skill Development: • Improve Team Processes: 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. • Improve Team Processes • Lead high-impact initiatives that improve performance, reliability, and developer enablement while influencing long-term platform direction. • Ownership: 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. • Ownership • Developer Enablement: 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. • Strategic Leadership: 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. • Strategic Leadership: • Incremental Delivery: Help the team break down complex work into vertical slices, ensuring incremental value delivery and fast feedback loops. • Incremental Delivery • Mentorship & Team Growth: 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. • Mentorship & Team Growth • By the end of your first year: • Establish yourself as a strategic leader and mentor, driving long-term infrastructure transformation and intelligent automation across the engineering organization. • Strategic Leadership & Modernization: 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. • Strategic Leadership & Modernization: • Promote Team Ownership: 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. • Promote Team Ownership • Mentor & Develop Peers: 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. • Mentor & Develop Peers • Help Shape Team Strategy: Share thought leadership on automation, modernization, and AI enablement within OpenSesame and the wider engineering community. • Help Shape Team Strategy • Continuous Improvement & Innovation: 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. • Continuous Improvement & Innovation: • Technology Stack • Technology Stack • Our tech stack is outlined below; however, we strongly believe in using the right technology for a given job and in constantly experimenting to see what new technology can do for us. That being said we have systems using or implemented in: • AWS including AWS Networking and AWS WAF • Location: This position can be based anywhere in the US. We operate as a remote-first company, and invest in mandatory all-company meetings several times a year in addition to required team travel as necessary. • Location: • Performance Driven: We're looking for self-starters with a track record of delivering excellent results, but we're highly selective about who we hire. We don't focus on typical job requirements, instead, we're interested in specific examples from your past experiences. All positions can be based anywhere in the US, and require up to 15 days of travel per year, with senior management and leadership teams requiring up to 35 days. • Performance Driven: • Compensation: The base salary for this position generally ranges between $170,000 and $208,000, depending on experience. At OpenSesame, we offer a comprehensive benefits package to employees upon hire, including professional development, ISOs, health insurance, 401(k) matching, and paid time off.