DevOps Lead Job at StraighterLine, Inc., Baltimore, MD

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  • StraighterLine, Inc.
  • Baltimore, MD

Job Description

We’re looking for a DevOps Lead to drive scalable, secure, and highly-available infrastructure across the enterprise—supporting seamless learning experiences for students and efficient workflows for internal teams. This is a hands-on leadership role with the opportunity to shape the future of our platform infrastructure while collaborating across engineering, product, and IT.

What You’ll Do

  • Maintain 99.9% uptime across all critical systems, ensuring reliability for students and internal users.
  • Implement infrastructure-as-code (IaC) using tools like Terraform, AWS CDK, or Ansible across all environments.
  • Define and drive CI/CD best practices using Bitbucket Pipelines, AWS CodePipeline, or similar tools—enabling efficient delivery across all technical teams.
  • Own and evolve the organization’s enterprise-wide infrastructure, ensuring it’s scalable, visible, and aligned with business goals.
  • Assess and articulate the current and future state of enterprise architecture, setting a clear direction for platform growth.
  • Mentor and upskill software engineers, fostering a culture of DevOps learning and growth.

What You'll Bring

    Technical Expertise

  • Proven experience designing and operating cloud infrastructure (preferably in AWS).
  • Deep understanding of IaC, CI/CD systems, and automated deployment strategies.
  • Experience with monitoring and observability tools such as CloudWatch, Grafana, or Datadog.
  • A security-first mindset in infrastructure design and operations.
  • Strong scripting and automation skills using JavaScript, TypeScript, Bash, or similar languages.
  • Leadership Qualities

  • Strategic thinker with the ability to translate business needs into scalable solutions.
  • Comfortable leading cross-functional initiatives and aligning diverse technical teams.
  • Strong communicator—able to document systems, guide decisions, and collaborate across departments.
  • Committed to mentoring and team development; leads by example.

How We Work

    Our values guide our work every day. We look for people who are:

  • Purposeful – You connect your work to real-world impact.
  • Collaborative – You thrive in team environments and value shared success.
  • Bold – You take initiative and aren’t afraid to challenge norms.
  • Determined – You follow through, especially when things get tough.
  • Spirited – You bring energy, optimism, and a sense of curiosity to your work.

If you’re excited by ownership, platform impact, and helping teams deliver great learning experiences, we’d love to hear from you. Apply now and help us build the future of EdTech infrastructure.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

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