Senior DevOps Software Engineer - Remote

Overview

About Open Sesame
Open Sesame is the trusted partner for workforce reinvention in the age of AI. We deliver integrated software, curated and customizable content, and expert services embedded into existing learning, HR, and work systems to help organizations expand their human + AI potential and thrive through change.

Learn more:

We are seeking a Dev Ops Engineer who takes initiative, identifies problems early, and drives end-to-end solutions to join our fully remote team and contribute to the growth and success of Open Sesame's eLearning platform. You bring deep technical expertise in CI/CD pipelines, infrastructure automation, and cloud platforms, along with strong collaboration and communication skills. You design and manage scalable, secure systems primarily on AWS, leveraging Infrastructure as Code (IaC) to ensure high performance and resilience.

Success in this role requires strong ownership, technical leadership, and a proactive approach to improving systems and developer experience through automation, collaboration, and the thoughtful adoption of modern tooling, including AI-assisted workflows.

In your first 90 days:

• Team Integration & Shared Ownership
  :
  Build strong relationships across our engineering teams. Gain an understanding of infrastructure workflows and shared responsibilities for security, and automation. Champion a culture of ownership across the full software development lifecycle.
• Technical Contribution
  :
  Enhance our Infrastructure Automation and cloud configuration, demonstrating expertise in IaC tools (e.g. Terraform) to enable consistent, auditable and automated infrastructure provisioning.
• Mentorship & Skill Development
  :
  Mentor engineers on Dev Ops principles including security by design, observability, and infrastructure automation. Share expertise in AWS, IaC, CI/CD, and security best practices. Foster a culture of continuous learning through peer reviews, knowledge sharing, and hands-on technical leadership.
• Improve Team Processes
  :
  Engage fully in the team's agile ceremonies, retrospectives, and discussions. Help evolve infrastructure and platform team practices such as automated testing for infrastructure, pipeline as code, and progressive delivery to improve feedback loops and system maintainability.
• AI & Automation Opportunities
  :
  Identify opportunities to reduce manual toil and improve developer workflows using automation and AI-assisted tooling; deliver at least one measurable improvement.

Within 6 months:

• Ownership
  :
  Fully own and improve key infrastructure components, such as IaC libraries, CI/CD pipelines, bootstrapping modules and monitoring tools. Identify and implement enhancements to security controls, reliability, observability, or cost-efficiency improvements within our AWS infrastructure stack.
• Developer Enablement in Practice
  :
  Introduce and refine internal tooling, templates, and scripts to eliminate friction in local development, and deployment. Establish self-service workflows that empower developers without compromising security.
• Lead by Example
  :
  Continue engaging in pair programming and mobbing to lead important initiatives while fostering strong collaboration across the organization. Document and advocate for Dev Ops best practices across the engineering organization.
• Incremental Delivery
  :
  Help the team break down complex work into vertical slices, ensuring incremental value delivery and fast feedback loops.
• Mentorship & Team Growth
  :
  Mentor engineers across teams and collaborate with engineering managers to help support hiring efforts in Mexico. Act as a connector between engineers, helping align best practices across teams.
• Enablement & Standards
  :
  Partner with engineering teams to document golden paths for infrastructure and deployment. Establish patterns and playbooks that support consistent, secure, and productive developer workflows.
• Evaluate and adopt modern technologies
  :
  Proactively identify and introduce improvements—including AI-assisted tools and automation—to reduce technical debt, improve system reliability, and enhance developer productivity.

By the end of your first year:

• Promote Team Ownership
  :
  Foster a…